ETHYLENE DIBROMIDE
POSITION DOCUMENT I
Ethylene Dibromide (EDB) Working Group
Anthony Inglis, Project Manager
U.S. Environmental Protection Agency

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5027?-)QI
REPORT DOCUMENTATION 1retort no. j 2.
PAGE 	 : EPA/SPRD -80/73. 			 		
4. Title and Subtitle
i Ethylene Dibromide: Position Document 1
3. Recipient's Accession No.
mi 1 094 56
5.	Report Dote
12/14/77
6.
7. Authof(s)
8. Performing Organization Rept. No.
9. Performing Organization Name and Address
Special Pesticide Review Division
Environmental Protection Agency
Crystal Mall #2
Arlington, VA 22202
10.	Projcct/Task/Work Unit No.
11.	Contrsct(C) cr Grant(G) No.
(C)
(G)
12. Sponsoring Organisation Name and Address
Environmental Protection Agency
401 M St. S.W.
Washington, D.C. 20460
13. Type of Report & Period Covered
lb. Supplementary Notes

16. Abstract (Limit; 200 words)

Preliminary Risk Assessment: Examination of possible unreasonable risks
associated with uses of pesticide and a gathering of all available information
to determine whether or not this or any other risk does exist.
Initiates literature search and evaluates risk data. Limited information on exposure
to forecast extent of risk.
a
17. Doojrncnt Analysis k. Descriptors

0504,0606,0703

b. idenlifiers/Open-Endcd Terms

c. COSATi Field/Group ^
18. Avoil;jbility Statement j IS. Security Class (This Report) 21. No. of Pages
Unl imited I. Unclassified	 __		
j 20. Security Class (Thl& Paso) 22. Price
1 Unclassified !
(See ANSI-Z39.16)	Sc« /n&'rucJJons on Rovorsc	OPTIONAL FORM 272 (<»-

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I.
Background
A. Characteristics
1
1
1.	Nomenclature	1
2.	Chemistry	1
Registered Products and Uses	2
1.	Products and Production	2
2.	Use Patterns	2
3.	Tolerances	4
4.	Regulatory History	7
C. Environmental Occurrence	15
1.	Residue in Soils and Water	15
2.	Residues in Air	15
3* Residues in Food and Feed	16
4. Metabolism	19
II. Summary of Evidence to Support Rebuttable
Presumption	21
A.. Chronic Effects	21
1.	Oncogenicity	21
a.	NCI bioassy	21
b.	Interpretation of NCI Study	22
2.	Mutagenicity	24
a.	Positive Effects	25
b.	Negative Effects	29-
c* Interpretation on Mutagenicity
Studies	30
3.	Other Chronic Effects — Reproductive
Effects	31
a.	Animal Studies	32
b.	Human Exposure	42

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III. Summary of Evidence NoC Sufficient Co Support
an RPAR	4 7
A.	Acute Toxicity Criteria	47
1.	Humans	47
2.	Animals	49
B.	Chronic Toxicity Criteria	55
L. Population Reduction of~~Nontarget or
Endangered Species	55
Z~ Teratogenicity	55
C» Lack of Emergency Treatment Criteria	57
IV~ Request for Information	57
A.	Acute Toxicity Criteria - Humans	57
B.	Other Chronic Effects Criteria	57
C~ Human Exposure Data	57
V. Bibliography	58

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I. BACKGROUND
A. Characteristics
1.	Nomenclature:
Ethylene dibromide (EDB) is the common or trivial
name for 1,2-dibromoethane. It is a soil and
commodity fumigant having both nematocidal
and insecticidal uses. Its EPA pesticide number
is 042002; NIOSH number is KH92750; and Chemical
Abstract System (CAS) number, listed under
Ethane, 1,2,-dibromo, is 0001060934.
In this document the term EDB refers specifically
to the organic molecule ethylene dibromide and
does not include inorganic bromide(s) or total
bromidets). These latter two terms are used in
the food additive tolerances (21 CFR 123) and
raw agricultural commodities tolerances (40 CFR
180). Furthermore there are uncertainties in
portions of the scientific literature on ethylene
dibromide as to which entity is measured analyti-
cally and reported as residues. The language of
the food -tolerances was originally based on the
rationale that the parent compound, EDB, was
converted to inorganic bromide ions following
soil or commodity fumigation. Also the analytical
methods generally employed up to 1969 had sensi-
tivities of 0.2 to 1.0 ppm (parts per million)
and frequently did not identify or differentiate
between the organic or inorganic bromides in the
samp 1e.
2.	Chemis try;
EDB, a colorless, heavy non-flammable liquid
at room temperature, is prepared commercially
by reacting bromine with ethylene gas. It
has a characteristic mildly sweet odor de-
tectable in air.at levels ranging from 10 to
25 ppm (77 mg/M to 192.5 mg/M ). Its chem-
ical formula is CH_BrCH.Br and its molecular
weight is 187.88.
EDB melts at 9.6°C and boils at 131.4°C; its
heat of vaporization is +53 cal./gm at 25 C, .
but it has no flash point. Its vapor pressure
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is 11.0 mm Hg at 25°C and its vapor density
is 6.5 (air*l). The density of EDB saturated
air is 1.08 (air*l) and, at saturation, the con-
centration of EDB is 1.32 by volume at 25°C.
The viscosity of EDB is 1.65 centipoise at 20°C
and its density is 2.18 g/ml at 20°C. EDB is
soluble in ethanol and ethyl ether agd its solu-
bility in water is 0.43 g/lOOg at 30 C. One
part per million (ppm) of EDB is equivalent to
7.68 mg per cubic meter in air and one mg EDB per
cubic meter is equivalent to 0.13 ppm.
B. Registered Products and Uses
1.	Number of Products and Production
There are 122 Federal pesticide registrations,
held by 53 registrants, of products containing
EDB as an active ingredient. In addition, there
are 24 State registrations, held by 12 registrants,
of products containing EDB as an active ingredient.
There are no Federally registered products con-
taining EDB as an inert ingredient. Host of the
Federal-and State-registered products are mixtures
of EDB and other active ingredients such as carbon
tetrachloride, ethylene dichloride, methyl bromide,
chloroform, carbon disulfide, sulfur dioxide,
chloropicrin, and benzene. EDB is usually formu-
lated as a liquid concentrate or as a gel.
The U. S. production of EDB, as shown by the
Stanford Research Institute (SRI) for 1973, 1974,
1975, was 331.1, 332.1, 275.2 million pounds,
respectively, with an estimated one third of the
1973 production (approximately 100 million lbs) "
being shipped overseas (SRI, 1975).
2.	Use Patterns
The primary pesticidal uses of EDB are:
o Pre-plant soil fumigation by injection
for a wide variety of food and non-food
crops including vegetables, fruits, grains
peanuts, cotton, and tobacco;
o Post-harvest commodity fumigation for
grains, fruits and vegetables (an important
current use as a commodity fumigant appears
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to be in connection with various State,
Federal or international quarantine programs
on citrus, stone and other fruits, nuts,
and vegetables);
o Fumigation of grain milling machinery and
flour mills to control insect infestations
in milling residues and unprocessed milled
products.
There are several minor uses including:
o Control of mountain pine bark beetles in the
Western States by Federal and State forestry
agencies;
o Control of dry-wood and subterranean termites
in structural pest control operations;
o Control of wax moth in honey combs;
An internal preliminary economic review of EDB,
prepared from very limited data, estimated that
7,306,000 lbs. of EDB pesticides (3-4Z of 1975
domestic production) are used annually. The
breakdown of this use by use-pattern is presented
in Table 1.
Table 1 - Estimated current pesticidal use of
EDB .
Use
Thousand pounds/Yr
Tobacco* ..
Vegetable*—
Peanuts*
Cotton
Grain storage**
Flour milling**
Quarantine**
Wax moth/honeycombs
Mountain pine bark beetle
Subterranean termite control
384
700
666
17.6
17 .5
5
~Soil fumigation - nematode control
~~Commodity fumigation - insect control
_1/ includes fruits (orchard) and nuts
2/ California uses estimated to total 400,000 lbs./yrs
3/ Estimate from APHIS, DSDA, Sept., 1977
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The major domestic producers of EDB, as a
pesticide, are Great Lakes Chemical Corp.;
Velsicol Chemical Corp. (formerly Michigan
Chemical Corp.); and, up to August 1977, Dow
Chemical.* The bulk of EDB domestic production
is used as a gasoline additive and a minor
amount is used in industrial and pharmaceutical
processes.
3. Tolerances
There are no tolerances for EDB per se in or on
raw agricultural commodities because it was
concluded on the basis of data originally
submitted by petitioners, that no EDB residues
would result. This was based on the rationale
that the parent EDB compound released bromide
ions which were fixed in soils and subsequently
taken up by plants as inorganic bromide, and
also that residue analyses, then available for
organic bromides in crops grown in treated soil,
were negative. The analytical method employed
at that time for organic bromide had a sensitivity
of 0.2 to 1.0 ppm (parts per million) and was
based on potentiometric titration which was not
specific for EDB per se, but rather measured any
organic bromide which was extracted by the pro-
cedure and not lost in cleanup steps. Consequent-
ly, tolerances or exemption from tolerance for
use of EDB in or on raw agricultural commodities
resulting from its use either as a pre-harvest
soil fumigant or as a post-harvest commodity
fumigant were established in 40 CFR 180. Food
additive tolerances for inorganic bromides
resulting from use of EDB are listed in 21 CFR
123 and 561. The Food and Drug Administration
(FDA) and EPA are currently reviewing standards
for tolerance setting for organic bromide
compounds and inorganic bromide residues.
Tolerances for residues of inorganic bromides
[calculated as Br] in or on raw agricultural
commodities grown in soil treated with the
nematocide EDB were established in 40 CFR
180.126 as:
o 75 ppm in or on broccoli, carrots, melons,
parsnips, potatoes;
* On Aug. 5, 1977, Dow announced by letter that they were
withdrawing from the EDB pesticide market (Dow, 1977).
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o 50 ppm in or on eggplant, okra, summer
squash, sweeC corn, sweet corn forage,
sveetpoutoes , tomatoes;
o 40 ppm in or on pineapple;
o 30 ppm in or on cucumbers, lettuce, peppers;
o 25 ppm in or on cottonseed, peanuts (180.126a
restricts use of treated peanut hay and
hulls as feed for meat and dairy animals);
o 10 ppm in or on asparagus, cauliflower;
o 5 ppm in or on lima beans, strawberries.
Tolerances for residues of inorganic bromides in
or on raw agricultural commodities resulting
from post-harvest fumigation with EDB were
established in 40 CFR 180.146 as:
o 50 ppm [calculated as Br] in or on barley,
corn, oats, popcorn, rice, rye, sorghum
(milo), wheat;
o 25 ppm [calculated as total combined
bromine from both inorganic and organic
compounds] in or on cherries and plums
(fresh prunes) in accordance with specified
quarantine programs;
o 10 ppm [calculated as Br] in or on string
beans, bitter melons (Mormodica charantia),
cantaloupes, Cavendish bananas, citrus
fruits, cucumbers, guavas, litchi fruit,
litchi nuts, longan fruit, mangoes, papayas,
bell peppers, pineapples, and zucchini
squash in accordance with specified
quarantine programs.
An exemption from tolerance for residues of organic
bromide from post-harvest fumigation with EDB is
established in 40 CFR 180.1006 for barley,
corn, oats, popcorn, rice, rye, sorghum (milo),
wheat.
A food additive tolerance for inorganic bromide
residues from the use of EDB in or on grain-mill
machinery, is established in milled fractions,
derived from all sources, at 125 ppm by 21 CFR
123.225 [calculated as Br].
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A food additive tolerance for inorganic bromide
residues from the use of a mixture of EDB and
methyl bromide in the production of fermented
malt beverages is established in 21 CFR 123.230
as 125 ppm [calculated as Br]. An additional 25
ppm of inorganic bromides from other sources is
established in 21 CFR 123.230d.
Food additive tolerances for inorganic bromides
resulting from all organic bromides used as a
soil fumigant (nematocide), raw agricultural
commodity fumigant or processed food fumigant
are established in 21 CFR 123.250 as:
o 400 ppm in or on dried eggs and processed
herbs and spices;
o 325 ppm in or on parmesan cheese and roque-
fort cheese;
o 250 ppm in or on concentrated tomato
products and dried figs;
o 125 ppm in or on processed foods;
o 125 ppm in or on bread, biscuit, cake,
cookie, and pie mixes; breading; cereal
flours and related products; cracked
rice; dried vegetables; flours of barley,
milo (sorghum), oats, rice, and rye;
macaroni and noodle products; and soy
flour.
Food additive tolerances for residues of inorganic
bromides from fumigation with EDB are established
in 21 CFR 561.260 as: "
o 125 ppm for residues in or on milled
fractions for animal feed from barley,
corn, grain sorghum (milo), oats, rice,
rye, and wheat, resulting directly from
fumigation with methyl bromide or from
carryover and concentration of residues of
inorganic bromides from fumigation of the
grains with methyl bromide or EDB.
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4. Regulatory History as a Pesticide
Date:	Action or Recommendation
7/29/55 Pesticide Petition submitted by Dow
Chemical Co. to FDA requesting estab-
lishment of tolerances for inorganic
bromide residues resulting from soil
application of EDB found in or on the
following commodities: milk (30 ppm),
peanuts (30 ppm), peanut hay (30 ppm),
asparagus (10 ppm), carrots (100 ppm),
cauliflower (10 ppm), celery (100 ppm),
corn (50 ppm), cottonseed (200 ppm),
lettuce (20 ppm), lima beans (5 ppm),
parsnips (25 ppm), white potatoes
(75 ppm), strawberries (5 ppm), sugar
beets (5 ppm), sugar beet tops (100
ppm), sweet potatoes (50 ppm), and
turnips (75 ppm).
8/30/55 Dow Chemical Co. amended petition by
dropping tolerance requests for milk,
peanuts and peanut hay due to inadequate
data on animals fed peanuts and peanut
hay grown on soil treated with EDB and
because bromine residues in peanut hay
fed to dairy cattle might contaminate
mi lk.
Federal Register notice published pro-
posing establishment of tolerances for
inorganic bromide residues resulting
from soil application of EDB found in or
on the following commodities: asparagus
(10 ppm), carrots (100 ppm), cauliflower
(10 ppm), celery (100 ppm), corn (50 ppm),
cottonseed (200 ppm), lettuce (20 ppm),
lima beans (5 ppm), parsnips (25 ppm),
white potatoes (75 ppm), strawberries
(5 ppm), sugar beets (5 ppm), sugar beet
tops (100 ppm), sweet potatoes (50 ppm),
and turnips (75 ppm).
Dow Chemical Co. amended petition—''to
exclude tolerance requests for lettuce,
potatoes, turnips, celery, corn and
sugar beets due to lack of adequate
residue data.
9/29/55
1/26/56
^ Tolerances from this petition (7/29/55) never officially
established.
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6/8/56 Pesticide Petition submitted by Dow
Chemical Co. requesting that EDB be
exempted from the requirements of a
tolerance when used as a post harvest
fumigant for the following raw agri-
cultural commodities: wheat, barley,
oats, rye, corn (including popcorn
and sweet corn) and grain sorghum
(milo).
7/26/56 Federal Register notice published
establishing an exemption from tolerance
requirements for EDB when used as a
post-harvest fumigant on the following
grains: wheat, barley, oats, rye, corn
(including popcorn and sweet corn) and
grain sorghum (milo).
7/26/56 Federal Register notice published
establishing a tolerance of 50 ppm
for inorganic bromide residue, resulting
from post-harvest fumigation with EDB,
in or on the following grains: wheat,
barley, oats, rye, corn (including
popcorn and sweet corn) and grain
sorghum (milo).
8/1/56 USDA petitioned FDA for the continued
use of EDB as a fumigant in two
emergency programs designed to control
the widespread introduction of the
fruit fly into large agricultural
regions of the U.S. and for the
establishment of a tolerance of 10 ppm
inorganic bromide residue, resulting
from fumigation with EDB by the
USDA-sponsored program, found in or on
beans (string), bitter melon, Cavendish
bananas, citrus fruits, cucumbers,
guavas, mangoes, papayas, peppers
(bell), pineapples and zucchini
squash.
9/22/56 Federal Register notice published
establishing tolerance of 10 ppm for
inorganic bromide residue, resulting
from fumigation with EDB, found in or
on beans (string), bitter melon,
Cavendish bananas, citrus fruits,
cucumbers, guavas, mangoes, papayas,
peppers (bell), pineapples and
zucchini squash.
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10/14/56 Pesticide Petition submitted by
Dow Chemical Co. to FDA requesting
tolerances for inorganic bromide
residues resulting from soil application
of EDB on the following raw agricultural
commodities: cucumber (30 ppm),
lettuce (30 ppm), peppers (30 ppm),
eggplant (50 ppm), summer squash
(50 ppm), tomatoes (50 ppm), broccoli
(75 ppm), melons (75 ppm), Irish
potatoes (75 ppm), cabbage (100 ppm),
green beains (100 ppm), and celery
(2 00 ppm) .
1/3/57 Federal Register notice published
proposing establishment of tolerance
of 10 ppm for inorganic bromide
residue, resulting from fumigation
with EDB, found in or on cantaloupes
and litchi nuts.
1/17/57 USDA petitioned FDA to establish a
tolerance of 20 ppm for total bromide
residues resulting from fumigation
with EDB in or on plums treated as
part of a quarantine program for fruit
fly-infested fruit imported from
Mexico.
3/7/57 Federal Register notice published
proposing establishment of tolerances
for inorganic bromide residues resulting
from soil application of EDB on the
following raw agricultural commodities:
cucumber (30 ppm), lettuce (30 ppm),
peppers (30 ppm), eggplant (50 ppm),
summer squash (50 ppm), tomatoes
(50 ppm), broccoli (75 ppm), melons
(75 ppm), Irish potatoes (75 ppm),
cabbage (100 ppm), green beans (100
ppm), and celery (200 ppm).
4/5/57 Federal Register notice published
proposing establishment of a tolerance
of 20 ppm for inorganic bromide
residues, resulting from fumigation
with residues with EDB, found in or on
plums treated with EDB, as part of a
quarantine program.
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5/14/57 Dow Chemical Co. amended petition to
exclude tolerance requests for
inorganic bromide residues on the
following commodities: Irish potatoes,
cabbage, green beans and celery.
5/28/57 Federal Register notice published
establishing the following tolerances
for inorganic bromide residues re-
sulting from post-harvest application
of EDB: 10 ppm found in or on canta-
loupes and litchi nuts and 20 ppm
found in or on plums.
6/18/57 Federal Register notice published
establishing tolerance for inorganic
bromide residues resulting from
soil application of EDB in or on the
following commodities: cucumbers
(30 ppm), lettuce (30 ppm), peppers
(30 ppm), eggplant (50 ppm), summer
squash (50 ppm), tomatoes (50 ppm),
broccoli (75 ppm), and melons
(75 ppm).
1/21/58 Pesticide Petition submitted by
Dow Chemical Co. to FDA requesting
establishment of tolerances for
inorganic bromide residues resulting
from soil application of EDB found in
or on the following raw agricultural
commodities: okra (50 ppm) and pine-
apples (40 ppm).
2/15/58 Federal Register notice published
proposing establishment of tolerances
for inorganic bromide residues for the
following commodities: okra (50 ppm)
and pineapples (40 ppm).
3/13/58 Federal Register notice published
proposing establishment of a tolerance
of 10 ppm for inorganic bromide
residues, resulting from fumigation
with EDB, found in or on litchi
fruits.
5/2/58 Federal Register notice published
establishing tolerance of 10 ppm
for inorganic bromide residues,
resulting from fumigation with EDB,
found in or on litchi fruits.
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6/7/58 Federal Register notice published
establishing tolerances for inorganic
bromide residues for the following
commodities: okra (50 ppm) and pine-
apples (40 ppm).
5/10/58 Pesticide Petition submitted by
Dow Chemical Co. to FDA requesting
establishment of tolerance for
inorganic bromide residues, resulting
from soi~l application of EDB, found in
or on the following commodity: potatoes
(75 ppm).
7/4/58 Federal Register notice published
proposing establishment of a tolerance
for inorganic bromide residues of
75 ppm found in or on potatoes.
10/4/58 Federal Register notice published
establishing tolerance for inorganic
bromide residues, resulting from
soil application of EDB, found in or
on the following commodity: potatoes
(75 ppm).
10/26/64 Pesticide Petition submitted by
Dow Chemical Co. to FDA requesting
establishment of tolerances for
inorganic bromide residues, resulting
from soil application of EDB, found in
or on the following raw agricultural
commodities: peanuts (25 ppm).
4/1/65 Dow Chemical Co., amended use directions
found on the labels of EDB products
used to treat soil for cultivation of
peanut crops to include the following:
"Any forage crop grown on soil treated
with a bromide containing fumigant
should not be used as a feed for dairy
animals, or for animals being finished
for slaughter until 2 years after row
treatments are made and 3 years
following overall treatments."
5/28/65- Pesticide Petition submitted by
USDA to FDA requesting establishment
of a tolerance increase from 10 ppm to
50 ppm for inorganic bromide residues
in or on Mexican oranges treated with
EDB .
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6/65
11/9/65
4/13/66
6/29/66
1/30/68
National Academy of Sciences/ National
Research Council (NAS/NRC) issued a
report recommending that "no residue"
and "zero tolerance" concepts be
abandoned. Report stated that zero
tolerances were not desirable, since,
as experience bore out, residues might
be present at levels below the current
sensitivity of detection methods.
Federal"Register notice published
establishing a tolerance of 25 ppm
for inorganic bromide residues,
resulting from soil application of
EDB, found in or on peanuts.
Joint USDA-HEW statement for imple-
mentation of NAS/NRC recommendation
published in the Federal Register.
Plan included discontinuation by
12/31/67 of registrations involving
residues on food or feed for which a
tolerance or exemption was lacking.
However, extensions were granted until
December 31, 1970, if progress was
being made to support the conclusion
that the registration could be
continued without undue hazard to the
public health.
Due to lack of toxicity data, USDA
withdrew petition for inorganic
bromide residue tolerance increase on
Mexican oranges.
PR Notice (68-5) published extending
EDB "no residue" and "zero tolerance"
registrations until 1/1/69 for use on
apples, apricots, dry beans, beets,
cabbage, celery, cucurbits, olives,
peaches, pears, peas (dry), seed beds,
spinach and turnips (per uses listed
on pages 400, 401, 403,404, 404 of
USDA Summary of Registered Agricultural
Pesticide Chemical Uses ) .
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2/1/68 PR Notice (68-6) published cancelling
EDB "no residue" and "zero tolerance"
registrations for use on alfalfa, mush-
rooms, peas, soybeans, sugar beets,
general fruit and vegetable uses and
nuts (per uses listed on pages 400,
402-405, USDA Summary).
4/24/68 PR Notice (68-8) published classifying
fruit tree soil fumigation and honey
comb fumigation as non-food uses
(per uses listed on pages 401, 405,
USDA Summary).
1/10/69 PR Notice (69-1) published extending
EDB "no residue" and "zero tolerance"
registrations until 1/1/70 for uses
as a soil fumigant on string beans,
beets, cabbage, celery, corn (gfrain)
cucurbits, seed beds, spinach and
turnips (per uses listed on pages 400,
401, 403, USDA Summary) and as a
commodity fumigant on dry beans and
dry peas (per uses listed on pages
404, 406, USDA Summary).
9/19/69 USDA petitioned FDA for the establish-
ment of a tolerance of 10 ppm for
inorganic bromide residues, resulting
from post harvest application of EDB,
found in or on longan fruits.
9/23/70 Federal Register notice published
estab lishing tolerance of 10 ppm for
inorganic bromide residues, resulting
from post harvest application of EDB,
found in or on longan fruits.
2/26/70 PR Notice (70-4) published cancelling
EDB uses previously extended by
PR Notice (69-1), with the exception
of cucurbits, due to lack of reponse
for finite tolerances (or exemptions)
and lack of progress of safety in-
vestigation.
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4/16/73 Pesticide Petition submitted by
Interregional Resesarch Project No.
4, Rutgers University (on behalf of
the IR-4 Technical Committee and the
Agricultural Experiment Station of
Pennsylvania) requesting either
an exemption from tolerance for methyl
bromide and EDB and their inorganic
bromide residues when used as a
post-harvest fumigant on comb honey
or honey or_ a tolerance of 25 ppm for
inorganic bromide residues found in or
on comb honey or honey as a result of
post-harvest fumigation with EDB.
1 1 /23/73 IR-4 Petition denied by FDA as a
result of insufficient toxicological
data to safely support a tolerance of
25 ppm for residues of methyl bromide
or EDB found in or on comb honey and
honey and due to a 9/4/73 letter from
Dr. Weisburger of NCI stating that EDB -
produces " a high incidence of
squamous cell carcinoma of the stomach"
when administered at high doses during
chronic feeding studies conducted rats
and mice.-
7/14/75 The Environmental Defense Fund peti-
tioned EPA to investigate the carcino-
genic potential of EDB pesticides and
to either suspend or cancel their
registrations. This request was
reiterated on Jan. 21, 1976, and again
on September 30, 1976. The Agency
responded to these requests in March
and October 1976 indicating that EDB
pesticide registrations were being
reviewed under the RPAR procedure.
8/26/77 The Environmental Defense Fund amended
their earlier petition to include that
EPA act under authority granted by the
recently enacted Toxic Substances
Control Act as well as under FIFRA.
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C. Environmental Occurrence
1.	Residues in Soils and Water
EDB does not degrade appreciably over a two
week period (McHenry, 1972) but is converted al-
most completely to ethylene and bromide ions in
about two months (Castro and Belser, 1968).
Thonason, e_t_ £l_ (1971) stated that EDB is "physi-
cally and/or biologically degradable."
Levels of EDB, in the nanogram per gram range
(one billionth of a gram per gram), were found
in soil at two citrus fumigation centers in
Florida. EDB levels in dustfall at these
centers ranged from 6 to 363 picograms (one
trillionth of a gram) per square centimeter per
hour. No detectable residues of EDB were found
in either soil or dustfall at bulk gasoline
handling facilities in New Jersey and Oklahoma.
The minimum detectable quantity was 10-15
nanograms per sample (Going and Spigarelli,
1976) ..
Very low levels of EDB, less than 0.2 micrograms
(millionth of a gram) per liter, were found in
the aqueous effluent stream from one oil refinery;
rainfall runoff water from the area of several
retail gasoline stations also contained less
than 0.2 micrograms per liter. Rainfall samples
collected close to one of the fumigation centers
had an EDB level of one microgram per liter and
the runoff from this same center contained two
micrograms per liter. The minimum detectable
quantity was 10-15 nanograms per sample (Going
and Spigarelli, 1976).
2.	Residues in Air
In the Going and Spigarelli study, (1976),
baseline air levels of EDB for rural/suburban
areas and metropolitan areas were found to be
0.05-0.10 and 0.1-0.4 micrograms per cubic
meter, respectively. Elevated air levels of EDB
were found at the two citrus fumigation centers
- up to 96 micrograms per cubic meter downwind
of the centers, and up to 6,931 micrograms per
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cubic meter in the breathing zones of persons in
the buildings of these centers. The limit of
detection was 10 parts per billion (ppb).
Atmospheric residues of EDB have recently been
measured during an operational soil fumigation
with this compound in three California locations.
Table 2 presents the data from this study (White
and McAllister, 1977).
3. Residues in Food and~ Feed
The literature on EDB residues in food and
feed generally fall into two categories. The
first category includes studies which were
designed primarily to document the expected
rapid loss of EDB residues, following fumigation,
over short periods of less than one week. The
Table 2. Atmospheric residues during EDB soil fumigation by injection.
Measurement 12" above ground and in applicator's breathing
zone, (adapted from White and McAllister, 1977).
Application
Duration
Avg. Cone.
Avg. Cone.
Avg. Cone.
Amount a/
Rate
of
Adjacent
Treated
Breathing
Inhaled

Sampling
Untreated
Field
Zone of



Field

Applicator
mg/M

lbs/acre
hrs.
mg/M
mg/M
mg/kg/d
135- 7.5 0.375 3.325 3.187	0.6
84.3^ 7.0 0.075 0.712	4.850	1.0
31.5^	6.5	NDS-/			0.500	0.1
a/ Assumptions - 70 kg man, breathing 1.8 M /hr/8 hr day,
retains all inhaled EDB.
b/ Broadcast treatment, closed system, air inversion
developed by mid-afternoon.
c/ Broadcast treatment, polydrum system, applicator left
valve open while chisels were out of ground,
d/ Row treatment, polydrum system, sampling pump
malfunctioned in treated field - no sample collected,
e/ Not detected.
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analytical methodology in these studies was
generally designed to measure either total
bromides or inorganic bromide and was not
sensitive to EDB levels below one ppm. The
second category includes studies which were
designed to measure EDB residues per se and
which were usually carried out for periods of a
week or more following fumigation. The following
discussion of EDB residues is based on studies
which fall into this second category.
Brown, e_£ a_l_ ( 1958) and Beckman, e_t_ j_l_ (1967)
showed large increases of inorganic bromine ion
in crops grown in soils fumigated with EDB and
other organic bromide compounds. Castro and
Schmitt (1962) and Thomason, ejt_ a_l_ (1971) have
shown that no detectable residues of organic EDB
are found in plants grown in EDB-fumigated
soils.
Caylor and Laurent (1969) reported commercially
fumigated oats used as chicken feed were found
to have residues of 10-15 ppm (mg/kg) several-
weeks after fumigation.
In a series of studies, a group of Israeli
scientists measured residues of EDB in the peel
and pulp of grapefruit, oranges, and lemons
(Chalutz, jet. iLL» 1971; Chalutz, e_t_ £l_, 1972;
Alumot and Chalutz, 1972; Bussel and Kamburov,
1976). These authors used a GLC method based on
one developed by Bielorai and Alumot (1965) for
EDB analysis on fumigated grains. With this
method, residues of 1-43 ppm were found in the
peel, and 0.4-2.4 ppm in the pulp at four days
postfumigation. Residue levels were dependant
on the rate and length of fumigation and the
temperature and length of the post-fumigation
aeration. Bussel and Kamburov (1976) showed that
the residues in both peel and pulp dissipated
completely in less than two weeks.
Dumas (1973) and Dumas and Bond (1975) reported
on the levels of residues in apple skin, pulp
and seeds following EDB fumigation at several
rates and temperatures. Initially high residues
of up to 308 ppm decreased to <0.1 ppm in 4
weeks, except seeds which retained levels of 25
ppm up to 13 weeks (note: this is not a registered
use in the U.S.).
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Wit, e_t_ a_l_ ( 1969 ) measured EDB residues resulting
from experimental 10-day fumigation of wheat
at a calculated rate of 1.41 1/metric ton.
Using an analytical method sensitive to 0.001
ppm these authors reported residues of 5-30 ppm
in the whole wheat which resulted in 2-4 ppm in
the flour milled from this wheat, and 18-23 ppm
in the "shorts" and bran. White bread baked
from the flour showed EDB residues of 0.002-0.04
ppm while whole meal bread, baked from flour
containing about 251 shorts and bran combined,
showed residues of 0.006-0.026 ppm. The higher
values were found in the wheat that had been
aerated post-fumigation for 2-4 weeks while the
lowest values were found in wheat aerated for
10-12 weeks.
In a study related to development of analytical
methods, McMahon (1971) analyzed wheat and
milo which had been commercially fumigated with
a mixture of 6.6Z EDB, 70.5Z carbon tetrachloride,
16.5 Z carbon disulfide and 6.42 methylene
chloride at a rate of one gallon/1000 bushels of
grain. Using a method with a sensitivity of 0.3
ppm, this author reported EDB residues of
2.5-6.1 ppm in the wheat samples and 1.3 ppm in
the single milo sample. Analysis was carried
out 3 weeks to 2 months following fumigation of
the wheat and 3 months, post-fumigation, for the
milo. The highest levels in the wheat were
found in the samples with the shortest post-fumi-
gation period.
In a study of commercially fumigated wheat,
Berck (1974), using a fumigation rate of one
half that used by Wit e_t a_l_ ( 1969) found EDB
residues in the fumigated wheat and in flour
milled from this wheat but not in bread baked
from this flour. The fumigant mixture, contained
632 carbon tetrachloride, 302 ethylene dichloride,
and 72 EDB and was applied at a rate of 0.67
1/metric ton. With a method sensitive to 0.01
ppm, this author reported EDB residues in the
wheat ranging from 3.26 ppm at one week post-fumi-
gation to 1.36 ppm at seven weeks post-fumigation.
EDB residues in flour from this wheat ranged
from 0.29 to 0.01 ppm; bran ranged from 0.40 to
zero ppm; and middlings ranged from 0.30 to zero
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ppm. In contrast to the findings of Wit, ejt_ _al_
(1969), no EDB residues were found in 72
subsamples from 24 loaves of bread baked from
the fumigated wheat.
In partial explanation of the wide ranges of
residues reported following fumigation of citrus
fruits and other raw agricultural commodities,
Coggiola and Huelin (1964) reported that "appreci-
able quantities" of EDB were absorbed by wood,
rubber, petroleum grease, concrete, and certain
paints and plastics associated with fumigation
chambers or packing materials.
Unpublished data obtained by Litton Bionetics,
Inc. for Great Lakes Chemical Corporation
indicated no detectable residues of EDB from
the pre-plant fumigation of soils for green
beans, snap beans, lima beans, cucumbers, bell
peppers, tomatoes, peas, eggplant, sweet corn,
watermelons, okra, squash, peanuts, soybeans,
potatoes, cabbage, and onions. Soybean hay
showed apparent residues corresponding to EDB of
0.09, 0.08, and 0.02 ppm (Litton Bionetics,
1977). The method of analysis, as reported by
Litton Bionetics (1976), was able to detect as
little as 0.4-0.5 nanograms per sample with a
limit of sensitivity of 0.010 ppm (mg/kg).
4. Metabolism
The following discussion is adapted from the
EDB criteria document (NIOSH, 1977) and
references therein unless otherwise noted.
Under sterile conditions EDB can be very per-
sistent. For example, its half-life in water
(pH 7) at 20°C is 14 years. Like other halo-
genated alkanes, EDB is reactive toward a
broad class of chemicals - nucleophiles -
through the process of alkylation. In fact, it
is this reaction of EDB with one of these
nucleophiles, glutathion, which provides a major
detoxification route in higher organisms
(Nachtomi, 1970 , Nachtomi, et a 1 , 1966) althrough
enzymatically catalyzed degradation reactions
also assist in the elimination of EDB from
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organisms. A measure of Che speed of these
processes is shown by the reported halflives of
EDB in intravenously injected rats and chicks,
of less than two hours and less than 12 hours
respect ively.
While its electrophi1ic behavior in the presence
of nucleophiles assists in detoxifying an'
organism, this same ability to enter into
alkylation reactions has been linked to a
mechanism for damaging DNA. Specifically,
alkylating agents such as EDB can also react
with nucleophilic groups which are an integral
part of DNA. The reaction product is a DNA
molecule which has been altered by the addition
of a covalently bonded alkyl group. This
ability to alkylate DNA is shared with a number
of chemicals which have been shown to be carcino-
genic and/or mutagenic (Fishbein, 1976).
The presence of two bromine atoms on different
carbon atoms admits the possibility of EDB
entering into two separate alkylation reactions.
The initial monoalkylation product between
EDB and a substrate (e.g. DNA) heteroatom, such
as nitrogen, oxygen, or sulfur, is a "half-mustard"
reagent which could spontaneously cyclize
through the other carbon atom to form a strained
three-membered ring. This highly reactive
intermediate may then undergo a second alkylation
reaction with cellular DNA resulting in a
covalent link between the DNA strands which may
interfere with normal separation of the strands
during DNA synthesis and subsequent cell division.
Because of this additional reactive capability
such bifunctional alkylating agents tend to
possess a considerably greater biological
activity than monofunctional agents of the same
primary reactivity.
These alkylating agents may also alter the
chemical behavior and physical characteristics
of cellular constituents so as to prevent the
altered molecules from functioning normally in
physiological processes. This may account, in
part, for the subsequent deleterious effects
observed in biological systems exposed to EDB.
Note also that when the risk of induction of
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SUMMARY OF EVIDENCE TO SUPPORT
REBUTTABLE PRESUMPTION
Chronic Effects
1. Oncogenicity
40 CFR 162.11 (a)(3)(ii)(A) provides that a
"...rebuttable presumption shall arise if a
pesticide's ingredient(s) ... induces oncogenic
effects in experimental mammalian species or in
man as a result of aral, inhalation, or dermal
exposure . . ." Section 162.3(bb) defines the
term oncogenic as "the property of a substance
or a mixture of substances to produce or induce
benign or malignant tumor formation in living
animals." The following study has been examined
by the Working Group and found to present
evidence which meets the above criterion.
a. NCI Bioassay on Rats and Mice
A National Cancer Institute (NCI) study was con-
ducted at Hazelton Laboratories on Osborne-Mende1
rats and (C57BL x C3H) F-l mice between 1972 and
1974. Two dose levels, 80 and 40 mg/kg/day for
rats and 120 and 60 mg/kg/day for mice, were
initially selected. Fifty males and 50 females
of each species were placed in these treatment
groups, while 20 animals of each sex were
used in the control (untreated) group. EDB
was administered by intubation into the stomach
daily, five days per week. Results obtained at
various stages in the study have been reported
in three published documents (Olson, et al,
1973; Ward and Habermann, 1974; Powers, et al,
1975) and in one unpublished report (Weisburger,
1977) .
Olson, a_l_ ( 1973) reported preliminary
findings after the rats had been on dosage
for up to 54 weeks and the mice for up to 42
weeks. Both a female and a male rat killed
at the tenth week had a squamous-ce11 carcinoma
in the stomach and, as the experiment progressed,
this type of tumor was found in other rats that
died or were killed because of ill health. By
the 54th week 80 male rats, and 38 female rats,
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on boCh high and low doses, had developed this
type of tumor; none of the control animals had
tumors of this type while only one female
control rat had developed a mammary adenoma.
The corresponding numbers for mice was 4
males and 3 females, with no tumors in any
of the controls.
The pathologists' report (Ward and Habermann,
1974) for this study cited the results of
their examination of the male rats, used in
the low dose exposure, as similar for all
groups of both species. They found diffuse
squanous-cell hyperplasia (acanthosis and
hyperkeratosis) of the forestomach with many
papillomatous projections. They further
reported metastases to the peritoneal cavity,
mesotheliomas, poorly differentiated stomach
tumors, intestinal tumors, and nodular hyper-
plasia in the liver. They concluded that EDB was
"very carcinogenic."
Powers, e_t jal_, (1975) reported the findings
". . . at termination of these studies following
62nd week of treatment with EDB ...", (the
actual time on treatment for each species versus
the time to termination of the study is not
clearly identified in this or the other three
reports). Powers e_t al_, reported the incidence
of squamous-cell carcinoma of the stomach in
excess of 90Z for rats and 70Z mice.
In a draft report presented at a National
Cancer Institute seminar, Weisburger reported
the findings of this same study in more de-
tail (Weisburger, 1977). The total incidence
of squamous-cell carcinomas, metastases and
other tumors was tabulated in this report
but no information vas presented on the actual
time frame involved. Table 3 presents a summary
of Weisburger's data on stomach tumors in both
rats and mice.
b. Interpretation of NCI Study
The recently completed criteria document on
EDB (NIOSH, 1977) stated "The irregularities
in the dose regimens of both species, the
use of the suggested maximum tolerated dose,
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and the route of administration do not
negate the importance of the fact that
ethylene dibromide has induced carcinomas in
two mammalian species. The data from this
single study indicate that ethylene dibromide
is a carcinogen after daily introduction of
about one-half the maximum tolerated
dose into the stomach of rats and mice for
up to 62 weeks."
Table 3 - Incidence of stomach tumors in rats and mice induced
by intubation of EDB (adapted from Weisburger, 1977).
Species & Sex	High Dose	Low Dose	Control
Rat, female
30/31
(96.
.8)
41/42
(97.
.6)
1/10
(lO.O)^
Rat, male
35/41
(85,
.4)
49/50
(98.
.0)
0/20
(0)
Mouse, female
29/50
(58.
.0)
48/49
(98,
.0)
0/20
(0)
Mouse, male
31/49
(63,
.3)
45/49
(91.
.8)
2/19
(10.5)
a/ upper figure * number with tumor; lower figure * number
examined; figure ( ) * percent with tumors
b/ Final tabulation of pathology data was not completed at
time of this draft table (E.W.)-actual numbers of specific
tumor types may differ from these numbers.
The International Agency for Research on
Cancer (IARC) included an evaluation of the
carcinogenic risk to man for EDB in its
recently issued monograph (IARC, 1977).
The comment of the IARC Working Group on
the NCI study was as follows: "[EDB] is
carcinogenic in mice and rats after its oral
administration, the only route tested; it
produced squamous-ce11 carcinomas of the
forestomach."
The Carcinogen Assessment Group (CAG) of EPA
has provided a preliminary statement regarding
the results of the NCI/Hazelton study (EPA,
CAG Memo, 8/26/77). They concluded with the
following comment: "In the NCI investigation
(Hazelton Laboratories, Contractor), rats
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and mice were exposed to EDB for two years
by intubation. A final report from NCI is
not available to the Agency, but the final
data compilations have been received (8/10/77).
From our quick review of the data compilation
tables and a manuscript by Elizabeth K.
Weisburger (NCl)'i/^, we can state that EDB
causes a significant increase in the incidence
of gastric carcinomas in both sexes of rats
and mice. Metastases of these tumors are
reported. The tumor rates appear to be high,
and the differences are highly significant."
2. Mutagenicity
40 CFR 162.11(a)(3)(ii)(A) provides that a ". .
rebuttable presumption shall arise if a pesti-
cide's ingredient(s) ... induces mutagenic
effects as determined by multitest evidence."
Section 162.3 (4) defines the term mutagenic as
". . . the property of a substance or mixture of
substances to induce changes in the gienetic	
complement of either somatic or germinal tissue
in subsequent generations."
Numerous studies report on various aspects of
the mutagenic potential of EDB. The following
studies have been examined by the Working Group
and found to present evidence which meets the
above criterion.
The following discussion is based in part on a
review performed for EPA's Office of Toxic
Substances in 1976 by the SRI (1977), as well as
reviews performed by EPA's CED. The cited
reports have been organized as to whether they
show positive or negative effects—. Under each
JLy The final tabulation of pathology data was not completed
by NCI at time of Weisburger's draft (1977). Since
then the CAG has received the final data compilations of
the histopathology findings and is presently reviewing
them and a supplemental report will be made available at
a later date.
2_/ studies with insufficient data for evaluation of the
claimed effects are categorized as negative.
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of these categories, the studies have further
been organized according to the resulting
genetic end effects, i.e. point (gene) mutation
(1); chromosomal damage (2); and primary
DNA damage (3).
a. Positive Effects
(1) Point (gene) mutation studies
Buselmaier, et al,~1972
EDB was shown to cause reversions to histidine
prototrophy in Salmonella typhimurium G-46 in
the host-mediated assay in mice. In this test <
single high dose of 500 mg/kg was administered
intramuscularly to the mice and the bacteria
were incubated in the peritoneal cavity. The
mutation frequency was 6.23 loci/10® cells in
the treated animals and was 0.77 loci/10® cells
in untreated controls.
Because of the high mutation frequency relative
to that of controls, the test is judged to be
positive with the reservation that the activity
was reported only for a single high dose,
and there were no data presented to indicate a
dose-response. As it was also reported to be
active vn vitro in a qualitative test, there is
no evidence that mammalian metabolism in
any way affects the mutagenicity of EDB for
S_. typhimurium G-46 .
McCann, e_t_ a^.. 1974
EDB, administered as a liquid directly into
molten agar containing the bacteria, has been
shown to be "weakly active" in inducing rever-
sions to histidine prototrophy in Salmonella
typh imurium TA1535 and TA100. The activity was
linearly dose-related, and the test was carried
out without a mammalian metabolic activation
system. There were 0.029 revertants per
microgram. Since EDB is volatile, application
into molten agar may not be the optimal mode of
exposure. Dr. V.F. Simmon of the Stanford

-------
Research Institute has stated that higher
mutation frequencies are observed in Salmone11 a
when EDB is placed on a filter disc and then
laid on the agar, or when the plate containing
the bacteria is exposed to the compound as a
vapor (personal communication, cited in the SRI,
1977 s tudy ).
Brem, e_t_ a^, 1974b
EDB has been shown to be active in inducing
reversions to histidine prototrophy in Salmonella
typhimurum strains TA1530 and TA1535 , but not in
TA1538. This indicates that EDB interacts with
DNA to produce a base substitution. In these
tests, 10 microliters of the chemical were
applied to a filter paper disc, which was then
laid on hardened agar containing the bacteria.
Using the same technique for exposing the
bacteria to EDB, a linear, dose-related increase
in mutagenic activity over a range of approximately
2-12 micromoles/plate was observed in strain
TA1530. Since this exposure technique does not
completely acommodate the volatility of EDB, it
is probable that mutation frequencies observed
(e.g., 300-1500 revertants/plate over the dose
range tested in strain TA1530) may be lower than
could have been expected had the bacteria been
exposed to the full dose of the chemical.
Mailing, 1969; De Serres and Hailing, 1970
EDB has been shown to cause forward muta-
tions to a requirement for adenine in Neurospora
crassa at the ad-3 gene locus. The conidia were
treated for 3 hours with 1.2-1.63 microliters/ml
EDB in 0.06M phosphate buffer, pH 7.0, containing
102 dimethyl sulfoxide. At 1.6 microliter/ml
the mutation |requency induced by the compound ^
was 30 per 10 survivors compared to 0.5 per 10
survivors for untreated controls.
Vogel and Chandler, 1974
EDB was reported to be active in the induction
of sex-linked recessive lethal mutations in
Drosophila melanogaster. Males were given an
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0.3 mM solution of the chemical orally over a
three-day period, and then mated with sets
of two new females every three days to establish
three broods. Although the results of only one
dose level are reported, a significant increase
in percent of lethal mutations over controls
was observed, particularly in the second
and third broods, which corresponds to effects
on the spermatid and spermatocyte stages of
spermatogenesis.	^
Clive, 1973
Clive tested the mutagenic potential of EDB
on the mouse lymphoma L5178Y cell culture
system. EDB concentrations of 0.0-3.0 mM
were used with 2-hour exposure times. The
induced mutagenic frequency (3X10""^ mutants
per cell at a concentration of 0.001 moles of *
EDB for 2 hours) was dose-related and approxi-
mately equivalent to a dose of 650 R of X-irradi-
ation.
Sparrow and Schairer, 1974; Sparrow et al,
1974; Nauman, et al, 1976
This group of scientists at the Brookhaven
National Laboratory have reported that EDB
caused pink somatic mutations in stamen hair
cells of Tradescantia mutable clones 02, 0106,
and 4430. Sparrow and Schairer ( 1974*1 concluded
that gaseous concentrations of less than 10 ppm
EDB for six hours significantly increased
the mutation rate in this plant system and that
the relative effectiveness of various mutagens
can be estimated, and may be indicative of their
hazard to man. Sparrow, e_t_ a_l, (1974) determined
the dose-response curves for EDB and compared
this with X-ray dose-response curves using
clones 02^ and 443 0. These authors concluded
that the phenotypic changes resulting from these
exposures (pink and colorless) may be associated
with chromosome breakage, gene mutation,
chromosome non-disjunction, or somatic crossing
over.
Nauman, et al, (1976) concluded that intercom-
parisons among the exposure-response curves of
X-rays, ethyl methanesulfonate and EDB, in this
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test system, demonstrate that gaseous chemicals
can be as, or more, mutagenic than X-rays.
One clone (4430) showed a relatively low
sensitivity to X-rays, but a consistently
high sensitivity to the chemical mutagens
tested.
Ehrenberg, e_t^ a^, 1974
In a study to determine the relationship
between reaction kinetics and mutagenic activity
of methylating and beta-halogenoethylating
gasoline additives, EDB was reported to be
mutagenic in barley kernels.
(2)	Chromosomal Damage studies
No positive chromosomal damage studies
have been found for EDB.
(3)	Primary DNA damage studies
Meneghini, 1974
EDB. at dosages covering the range of
10"®- 10~^M/ 15 x 10® cells, was found to induce
unscheduled DNA synthesis (UDS) in opossum
lymphocytes treated for one hour. This is evi-
dence that the test compound is interacting with
DNA. The effect observed was dose-related and
the level of UDS was greater than that induced
by either methyl- or ethyl- methanesulfonate*,
known potent gene and chromosomal mutagens
in mammals.
Fahrig, 1974
EDB was reported to be highly active in inducing
mitotic gene conversion in Saccharomyces
cerevisiae D at the adenine 2 and trytophan 5
loci. The effect reported was strongly positive.
At a concentration of 0.17 mM on treatment for
* These two compounds are generally used as positive controls
in mutagenic studies.
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27 hours, 10.8 convertants per 10^ survivors
were observed at the ade locus vs. 0.48
per 10 survivors in untreated controls. At the
trp^_ locus, 8.85 convertants per 10 survivors
were observed vs. 0.82 per 10 survivors in
untreated controls.
b. Negative Effects
(1) Point (gene) mutation studies
Alper and Ames, 1975
EBB has been shown to be inactive in inducing
deletions in the ga1-ch1A gene region of
Salmone1la typh imurium LT-2.
Buselmaier, et^ js_l_, 1972
EDB, administered intramuscularly, was reported
to be inactive in inducing reversions to leucine
prototrophy in Serratia marcescens A21 in the
host-mediated assay in the mouse. The compound
was also reported to be inactive in marcescens
in a qualitative test iji vitro. The data
presented are insufficient for evaluating the
effect of EDB in the host-mediated assay with
S_. marcescens, since results at only a single
dose were reported.
Brem, et a1, 1974b
EDB, tested at a single dose of 10 microliters
was reported to be inactive in the Salmone1la
typh imurium TA 1538 strain using the filter
paper disc technique. Because data for only a
single dose were reported and because of the
inaccuracy inherent in determining the effective
dose by the filter paper technique, this result
is insufficient for evaluating the mutagenicity
of EDB in strain TA1538. However, such inactivity
in strain TA1538 might be predicted since the
strain is designed to detect frame-shift mutagens
and EDB is more ikely to cause base-substitution
mu tat ions.
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(2)	Chromosomal damage studies
Two types of tests related to chromosomal
effects have been reported as negative.
These are the dominant-lethal (DL) test in mica,
and La vitro cytogenetic tests. The DL test is
an insensitive test and the in vitro cytogenetic
tests are difficult to perform and evaluate due
to cellular toxicity effects*
Epstein, e_t_ aJL_, 1972
EOB was reported to be inactive in inducing muta
tions when administered intraperitoneally (18 or
90 mg/kg) or orally (5 times, 50 or 100 mg/kg)
to male ICR/Ha Swiss mice. This report is
essentially a review article and the data
presented were insufficient for establishing
a negative result, primarily because none
of the relevant parameters were tabulated
(e.g. total implants, early fetal deaths,
and pregnancy rates).
Kris toff erss on, 1.9 7 4
EDB was reported to be inactive in inducing
chromosome breakage in human lymphocytes
and onion root tips. This report was a meeting
abstract and no data were presented on which to
base an evaluation*
(3)	Primary DNA damage studies
Brem, e_t_ a_l, 1974a & 1974b
EDB has been reported to be more toxic to
DNA repair deficient Escherichia coli P3478
(pol A-) than to repair competent E_. coli
W3110 (pol A+). Greater toxicity to strain
P3478 may reflect potential for inducing DNA
damage. The data reported are insufficient for
evaluating the effect of the chemical since
results at only a single dose (10 microliters
per plate) are presented.
c. Interpretation of Mutagenicity studies
The NIOSH criteria document concludes that the
mutagenic potential of EDB has been established
in a wide spectrum of mutational test systems
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for point (gene) mutations typical of the
activity of an alkylating agent which forms
covalent bonds with DNA (NIOSH, 1977).
In a memorandum, dated 9/10/77, Dr. R. Pertel
stated that there is ample evidence to fulfill
both the multitest criteria for EDB as a mutagen
as well as the scientific criteria of the EPA
Science Advisory Board's (SAB) study group on
mutagenicity. This evidence shows EDB to be
positive in both prokaryotic (microbial) and
eukaryotic (higher forms including mammals) for
point (gene) mutational effects, with and
without mammalian metabolic activation.
Other Chronic Effects—Reproductive Effects:
40 CFR 162 .11(a)(3)(ii)(B) provides that a "...
rebuttable presumption shall arise if a pesti-
cide's ingredient(s), metabolite(s), or degrada-
tion product(s) ... produces any other chronic
or delayed toxic effect in test animals at any
dosage up to a level, as determined by the
Administrator, which is substantially higher
than that to which humans can reasonably
be anticipated to be exposed, taking into
account ample margins of safety."
The Working Group has examined the following
reproductive effects studies and finds them to
present evidence which meets the above criterion.
The Working Group also finds that, because
sufficient data do not exist for determining a
"no-observable-effect" level for the reproductive
effects of EDB via oral, inhalation or dermal
routes of exposure, acceptable levels of exposure
may not be calculated for persons exposed by any
of these routes following the pesticide uses of
EDB. Furthermore the Working Group believes
that the difference between the levels of EDB to
which bulls were exposed and at which reproductive
effects were evidenced (avg. dose of 2 mg/kg/day
- see Table 4), and the levels to which field
applicators and citrus fumigators may be exposed
(0.1 - 1.0 mg/kg/day - see Table 2, and up to
0.425 mg/kg/day - see Table 3, respectively),
does not constitute an ample margin of safety.
Therefore a rebuttable presumption exists
under this criterion for all pesticide products
containing EDB.
-31-

-------
Studies on bulls, cows, sheep, and rodents
establish that EDB may adversely affect mammalian
development by interfering with the production
of male gametes and with the development of
embryos. These studies are summarized below.
Following those summarizations, data on levels
to which humans can be exposed are presented.
a. Animal Studies
(1) Bulls
Several studies by Israeli scientists have
established that oral exposure of EDB to
bulls is associated with reduced sperm production,
reduced sperm motility, and abnormal sperm
structure. These studies are summarized in
Table 4 and some examples of the results are
presented below.
Amir and coworkers described the effects of
EDB on sperm in a series of experiments in
which EDB was administered to bull calves
(starting at 4 days of age) or adult bulls
at an average dose of 2 mg/kg/day for periods up
to 24 months. The general protocol involved the
administration of a 4 mg/kg dose on alternate
days by capsule, with variation from this
protocol for the calves under 12 months of age.
At various periods following the beginning of
treatment, and after age 14-16 months for
calves, sperm samples were examined either in
the testes or in ejaculates.
For example, Amir (1973) reported that the
testis of a bull examined after receiving
seven doses over 12 days contained 50Z sperm
with misshapen heads in the testis and 10Z
in the caput epididymus. The sperm of another
bull examined after 10 doses over a 21 day
period had approximately 901 misshapen heads in
both the testis and caput epididymus. No data
were presented on the occurrence of misshapened
sperm in comparable untreated animals.
32-

-------
Table 4 - Summary of reproductive effect0 of EDB in bulls.
Route of
Sex and
EDB Cone,


Exposure
Age
and Duration
Observed Effects
Re ference
Oral
th ree
4 mg/kg/d
no effect on growth or libido,
Amir and
milk 3 no.
bull
on alternate
abnormal spermatozoa, decreased
Volcani,
feed 9 mo.
caIves
days
sperm density and motility,
1965
capsule

4d - 24 mo.
recovery 10 d-3.5 mo. in 2 animals

over 12 mo.


after discontinued, recurrence of




above after reneyal of treatment.

Oral
same
same dose
testes at castration, depopulated
Amir and
s ame
three
and dura-
of spermatozoa, showed histologic
Volcani,
as
calves
tion as
changes, semen from remaining
1967
above
as above
above,
testis in two animals normal 3-4 mo.



unilaterally
after discontinued, decreased sperm



castrated
density and motility in third



at 17 1/2 -
enimal.



22 1/2 mo.


Oral
two
4 mg/kg
abnormal spermatozoa in
Amir,
capsule
bulls
on alternate
testes, epididymis,
1973

15-20 mo.
days 12 d &
ductus deferens, and in



21 d
ejaculate.

Test icular
four
one bull
abnormalities of spermatozoa re-
•1
injection or
bulls
injected
mained maximal while radioactivity

oral capsule,
15-20 mo.
one-120 mg
of aeminal fluid and spermatozoa de-

labeled EDB

dose; one
clide to low levels, EDB affected



bull each
apermiogensis and sperm maturation



10 oral doses


2 gm, 220 ng,
350 mg
I

-------
Table 4 (Continued) - Summary of reproductive effects of BOB in bulla.
Oral
three
4 mg/kg/d
high percentage of sperm
Amir and
capsule
bul Is
on alternate
abnormalities 12-17 d after start,
Ben-David,

15-20
days
X abnormalities decreased
1973

mo*
10 doses
about 1 mo. following cessation




of treatment, decrease of sperm




potility but not density,




(see Amir and Volcani, 1966.)

Injection
two bulls
110-120 mg
same as above, but t»o effect on sperm

olive oil
15-20 mo.
each
motility.
ii
in testes

one time


Oral
same 3
4 mg/kg/d
see comments in Amir and Volcani, 1965
Bondi and
capsule
bul Is
on alternate
& 1967, bromine content of testis
Alumot,

as
days
bull at slaughter-32 ppm [19 ppm
1967

Amir and
4d-24 mo.
control], semen Br content 23 ppm


Volcani,

while^on EDB decreased to control


1965 and

level of 7 ppm six mo. pfter dis-


1967

continuation, all bulls showed




histologic changes.

Oral
three
2 mg/
time for appearance of sperm
II
capsule
bulls
kg/d
abnormalities "considerably longer"


2 1/2
each day,
than 4 mg/kg/d on alternate-day

,
yr. old
unstated
regimen and recovery was faster.



duration


Oral
26 bull
0, 0.5, J.O
prolonged dosing at 2 mg/kg/d, or
II
capsule?
"calves"
2.0, 3.0,
higher doses of 3-4 mg/kg/d for short


various
4.0 mg/
time periods, produced reversible


ages
kg/d.
changes in sperm morphology and histo-



until
logy of testes, epididymus and seminal



deformed
vesicles; Br content at doses of 3-4



sperm were
mg/kg/d increased to 50 ppm over 20



aeen.
ppm for controls, no effect was




demonstrated at 0.3 6 1.0 mg/kg/d.


-------
Table 4 (Continued) - Summary of reproductive effects of EDB in bulls
Oral
three
50-60 ppm
no effect on semen,
Bondi and
EDB in
bull
EDB 3 mo.
no increase Br*
Alumot,
ma sh
calves

content of testes.
1967

age un-




stated



Oral
H
Br. equiv.
same as above
ii
KBr

to 2 mg


in solution
•»
EDB, daily


in mash

9 mo t


Oral
four
2 mg/kg/d
no effect on fructose or
••
capsule ?
bulls
duration
citric acid in seminal


age un-
unstated
plasma between treated or


stated

control animals.

Oral
nineteen
4 mg/kg/d
abnormalities reached maximum
Ami r,
capsule
bulls
on alternate
2-1Q days post-treatment,
1975

15-24 mo.
days
effect was reversed 4-5 wka


old
10 doses
post treatment. '

•)
2 adult
H
abnormalities reached maximum
ii

bulls

within one week post treatment,




reversed incompletely at 16 wk.




post treatment.

Oral
seven
4 mg/kg/d
no significant changes in total
Amir and
capsule
bulls
on alternate
nitrogen, amino acid, or lipo -
Lavon,

15-18 mo.
days
protein content of spermatozoa
1976

old

1-13 days post treatment,




significant changes in amino acid




in tperm proteins and lipoproteins.

ii
three
M
same as above.
II

bul Is




4 1/2 -




5 1/2 yr.




old




-------
In a similar study on sperm morphology Amir
and Lavon (1976) examined sperm on the day
following the last EDB dose (4 mg/kg on alternate
days for 20 days) in four young bulls. Sperm
morphology in three of the bulls was similar to
the control value of 42 and 92 misshapen heads
in the caput and cauda epididymus respectively.
Seventy percent of the fourth animal's sperm
were misshapen in the caput epididymus and 152
were misshapen in the cauda epididymus*
Three older bulls contained 1002 misshapen
sperm in their ejaculates 6-9 days after
beginning treatment and, in 9-13 days most of
the sperm cells were degenerating. No control
values were presented for the older bulls. The
dry weight of the sperm in the caput epididymus
showed a two-fold reduction from 3340 _+ 107
micrograms/10 sperm before treatment to
1494 137 micrograms/10 - sperm after treatment.
Sperm in the cauda epididymus showed no change
duction, from
grams/iu sperm was apparent m the. ejaculates.
In a study of EDB effects on sperm motility, Amir
and Ben-David (1973) reported marked decreases
in motility and increased frequency of structural
defects in bull sperm following treatment
(4 mg/kg in 10 doses on alternate days). The
ejaculates of three bulls contained 422, 502 and
652 motile sperm before exposure to EDB while
approximately 30 days after treatment ejaculates
from these same bulls contained 5Z, 42, and 32
motile sperm, respectively. Corresponding
changes in sperm morphology were also reported:
before treatment ejaculates contained 4-172
abnormal sperm, while approximately 30 days
after treatment ejaculates from these animals
contained 88-1002 abnormal sperm (Table 5).
In another sperm motility study, Amir (1975)
reported marked decreases in sperm concentra-
tion for two adult bulls after EDB treatment.
During the first two weeks of treatment the
:i
1854 +_ lg8 micrograms /10° sperm
to 1419 + 60 micro-
-36-

-------
Table 5 - Sperm characteristics and motility in bulls treated orally with ten doses
of EDB (4 mg/kg body weight/dose) on alternate days (from Amir and
Ben-David, 1973)
Days After
Start
of Treatment
Number
of Sperm
Collections
X Abnormal
Sperma tosoa
(Range)
Tail and
Acrosome
Defects
Z Abnormalities	
Misshapen Heads"
Pear-shaped Degenerating
Sperm
Motility
(Z Motile
Cells)
Mean + SE
Bull No. 98
Pre-treatment
4
4-9
90
8
2
65
+
2.9
0-14
7
3-14
90
7
3
66
+
1.7
16-21
3
25-98
96
* 3
1
25

17.6
23-39
7
90-100
11
7
82
3
+
4.8
42-53
4
13-57
63
7
30
55
+
8.7
64-75
4
9-14
88
7
5
65
+
2.9
Bull No. 573








Pre-t rea tment
4
7-10
89
8
' 3
50
+
8.9
7-11
3
9-11
89
8
3
47
+
6.0
14-16
2
67-79
96
3
4
3
+
0.0
20-35
5
88-98
7
0
93
4
+
1.9
39-53
4
14-87
35
57
8
42
+
7.8
57-64
3
9-12
68
27
5
57
+
7.5
Bull No. 879








Pre-treatment
4
5-17
83
13
4
42
+
11.6
0-45
7
6-12
85
12
3
41
+
6.3
17-21
3
77-85
95
3
2
9
T
5.3
25-35
5
100
3
42
55
5
+
3.7
38-52
5
14-72
56
39
5
53
+
2.0
56-61
3
6-10
81
15
4
47
+
1.7

-------
sperm concentrations for these bulls were
1330 and 1360 x 10 sperm cells/ml. One to
two months after the start of treatment,
these values had decreased to 6 and 9 x 10°
sperm cells/ml. Sperm motility decreased
from 72Z and 45Z early in treatment to no
motile sperm one to two months after treatment.
Five young bulls, also examined in this study,
showed little effect on sperm concentration,
but sperm motility decreased from 46Z early in
treatment to 82 17-35 days after the start of
treatment (Table 6).
Table 6. Sperm concentration and motility in ejaculates
of bulls after oral treatment with EDB (adapted from
Amir, 1975).
Test
Days after
Number
Sperm—^
Motile^
animal(s)
Start of
of
Cone.
Sperm

Treatment
Ejaculates
(X 106 /ml)
Z
5
0—16
34
895 + 58
46 +3.4
young
17-35
37
756 51
8 + 1.5
Bulls
36-67
35
810 + 57
44 + 3.3
Adult
0-15
5
1360 + 103
45 + 8.7
Bull
18-29
4
725 + 66
0
#240
32-46
5
9 * 5.6
0

52-121
13
416 + 66
22 + 3.6

126-141
3
967 + 109
57 + 3.4
Adult
0-15
6
1330 + 11
72 + 1.7
Bull
16-27
4
667 + 100
17 ~ 11.8
#251
32-63
9
6 + 4.3
0

67-131
16
9 + 1.9
15 ~ 3.8

162-172
2
350 + 50
5
1/ Values
are means +_
standard error of
the mean

(2) Cows and Sheep
rams were
(1973), and
investigators
Limited data on cows, ewes, and
presented by Amir and Ben-David
Bondi and Alumot (1967). These
-38-

-------
reported no apparent effect on fertility or
reproduction in the female animals or in two
adult rams. These data are summarized in
Table 7.
(3)	Rats and Mice
Several studies of EDB exposure by IP, oral,
or inhalation routes, have shown only limited
and temporary reproductive effects in rats. The
studies are summarized in Table 8. One study
(Edwards, jrt ^al^, 1970)~ showed a "transient"
antifertility effect, through the spermatid
stage of spermiogenesis, in male rats injected
with five daily doses of 10 mg/kg body wt.
Three Israeli reports indicated that high
dietary doses of up to 30% of the LD have no
effect comparable to those in bulls (Alumot,
1972; Amir and Ben-David,' 1.973 ; Bondi" and
Alumo t, 1967).
In a study by Short, £t_ £1^, (1976) pregnant
rats and mice were exposed to EDB at airborne
concentrations of 32 ppm for 23 hr/d~~fnjta
day 6 through 15 of gestation. Two other
groups of rats and mice were used; one was the
untreated control and the other was a restricted
diet group. This dose of EDB was toxic to both
rats and mice as evidenced by decreased food
consumption and decreased weight gain. Body
weight changes were also seen with the restricted
diet group. Indices of fetotoxicity were seen
to both rats and mice from EDB exposure, e.g.,
decreased implants per dam, decreased fetuses
per dam, decreased fetal weight. Decreases in
some of these same parameters were observed in
the restricted diet group. Teratogenic effects
were also seen and are discussed below under
section IV.
(4)	Chickens
Several studies have shown significant chronic
effects on the reproductive system of chickens
from ingestion of EDB. Toxic effects observed
on hens include reduced egg production, reduced
egg weight, reduced fertility , a generalized
reduction in the permeability of ovarian mem-
-39-

-------
Table 7 - Summary of reproductive effects of EDB in cows and sheep.
I
•p-
0
1
Route of
Sex and
EDB Cone.


Exposure
Age
and Duration
Observed Effects
Re ference
Oral
four
1200 mg/d
no detrimental effect on
Bondi and
capsule?
ma ture
(about 2 mg/kg/
fertility or reproduction.
Alumot,

c ows
d) 2-3 mo. of

1967


pregnancy thru




3 lactation




periods
t

Oral
f ou r
1200 mg/d
possible effect on fertility
it
in milk
heifers
thru
though gestation and

for 1 week
2nd mo
3 lactation
parturition appeared normal.

capsule
of first
periods

thereafter?
pregnancy



Oral?
six
presumed to
no difference between con-
ii

female
be 1200 mg/d,
trols and treated animals on


caIves
from birth
fertility and reproduction.



to first




parturition
i

Oral
three
about
no apparent detrimental effects
Bondi and
fumiga ted
6 mo. -
300 ppm
on reproductive ability.
Alumot,
"concent-
old
in concentrate

1967
rate"
ewe s
duration un-




stated


Oral
added to
"concentrate"
Oral
two
adult
rams
unstated
cone. ,
4 mo.
oral administration of unstated
concentration "for more than
4 months, up to their death
from acute poisoning;"
no changes in spermatozoa in
the ejaculates or in the epidi-
dymus (cited from Amir, 1969).
Amir and
Ben-David
1973
I

-------
Table 8 - Summary of reproductive effectf of EDB in rati:
Route of
Exposure
Sex and
Age
EDB Cone,
and Duration
Observed Effects
10 mg/kg/d
5 doses
Re ference
IP
Ma le
rats
number
unspeci-
fied
selectively damaged spermato-
genic cells (spermatids)
resulting in "transient"
sterility as measured by
avg. litter sice of serially
mated female rats, litter size
reduced approx. 50% of controls
at 3rd wk« post-treatment, to
zero in 4th wk., returned to
normal at the 5th-10th wks.
Edwards,
e t a 1,
1970
Oral
male and
daily doses
no effect on growth, sexual
Alumot,
"dietary"
f emale
up to 100 mg/
development, and reproductive
1972

rats
kg body wt.
activity, failed to decrease
and

number
(25-30* of
fertility (based on unpublished
Amir and

unspeci-
LD50)
data and personal communication)
1
Ben-David

fied
unspecified
1973
Oral
20 female
100, 200 ppm
when mated to untreated males,
Bondi and
fumiga ted
rats
in mash for
no effect shown on fertility,
Alumot,
mash
3 wks.
sppx. 8-16
gestation or parturition in-
1967

old
mg/kg/d
cluding repeated gestations;



12 wks.
re treatment following two

gestations showed no effect
on "breeding capacity"
(fertility).
Inhalation 18 pregnant 32 ppm	decreased food consumption and	Short
rats and 23 hr/day	wt. ain, decreased implants/dam,	et a 1
10 non-	from day 6-15 decreased fetuses/dam, decreased	1976
pregnant of gestation	fetal wt., teratogenic effects-
wavy ribs and hydrocephaly
l

-------
branes and, at higher levels, a reduction in
body weight. The most sensitive of these para-
meters appears to be egg weight. Table 9
summarizes the results of these studies.
In 1957 and 1958, commercial poultrymen in
the Southeastern US encountered a decrease
in egg production and egg size. A series of
studies related to this problem showed that
sigttificant reductions in egg size and egg
production were due to the level o£ EDB residues
in the feed. Bierer and Vickers (1959) reported
that grains fumigated with EDB and fed to laying
hens, resulted in a gradual diminution in egg
size and, in extreme cases, a complete cessation
of egg production. The effect took eight weeks
or longer to appear* Similar studies by
Caylor and Laurent, (1960), and Fuller and
Morris, (1962 and 1963) confirmed the findings
of Bierer and Vickers in greater detail.
From their series of experiments, Alumot and
coworkers concluded that prolonged feeding
of mash containing EDB significantly depressed
growth of male chickens when fed without
restrictions, but that the depression seemed
to result from reduced food intake and not
from the direct action of the compound.
They also concluded that EDB had no effect
on the onset of egg production in hens fed
from birth, on sexual development in males
and females, and on sperm characteristics or
fertility in mature males. Statistically
significant reductions in egg size and egg
fertility were noted in hens fed EDB-fumigated
mash.
b. Human Exposure
Human exposure from registered pesticide uses
of EDB may occur by several routes: during
application as a soil or commodity fumigant,
from residues in or on raw agricultural
commodities, or in processed grain commodities
following commercial fumigation.
Human exposure to EDB from soil fumigation
applications has been calculated from un-
published data (White and McAllister, 1977) and
-42-
/

-------
Table 9 - Summary of reproductive effects of EDB in chickens.
I
¦is*
u>
I
Route of
Exposure
Sex and
Age
EDB Cone,
and Duration
Observed Effects
Re ference
Oral
fumigated
grain & std.
laying ration
laying
hens
5-160 ppm
9 wks.
significant reduction in egg wt. and
numbers (in 10-12 wks at 5-7.5 ppm),
irreversible cessation egg laying
within 46-56 d at 90 ppm.
Bond i,
e t a 1,
1955
Oral
fumigated
oats
laying
hens
"norma 1M
fumiga t ion
several mo*
before
23 d
reduced egg size.
Bierer &
Vickers,
1959
ii
ii
10X"normal"
Dowfume ED-
5 lOd
marked reduction in egg size & number
lasting 6 wks after return to clean
rations.
ii
Oral
50Z fumi-
gated oats
50Z mash
Oral
fumigated
oats
Oral
fumigated
corn
12 m-old	unknown
laying cone,
hens and	10 wks.
"pullets"
1960
laying
pulle ts
0.5-1.5 cc/
lb (mixture
EDB, EDC,CT)
119d
0.5 cc/lb.
above
mixture
8 wks.
steady decline in egg size over 10 wks. Caylor &
for hens, no increase in egg size for Laurent,
pullets.
highly significant reduction in egg
size (dose related), slow increase
following removal to untreated feed,
reversible decrease in egg numbers.
egg-size increase less than half of
untreated controls.
I

-------
Table 9 (Continued) - Summary of reproductive effects of EDB in chickens.
Oral
laying
EDB
no effect on egg production at or Fuller &
solution
pul lets
0.5-20 mg/
below 4.0 mg but significant effect Morris,
directly
hen/d
at 8.0 mg,significant effect on egg 1962
into crops

(mixture of
wtt at 0.5 mg (lowest level tested), body


EDB,CT,&EDC)
wt. depressed slightly at max. dose, egg


8 wks.
production and body wt. normal after 12



wks. clean cjiet, egg wt* below normal 6-10



months on clean diet; change in ovarian



structure of affected birds.
Oral
6 m-old
EDB
significant reduction of egg wt. at Fuller &
fumigated
laying
0.5,2.0,8.0
0,5 mg dose (5ppm), production reduced Morris,
oats
hens
mg/ hen/d
at 8.0 mg dose (80 ppm) only, no effect 1963


12 wks.
on feed consumption, body wt. or mor-



tality.
Oral
M
0.5,1.0,2.0,
same as above. ' 11
directly

4.0,8.0 mg/

into

hen/d

crops

12 wks.

Oral
3 d-old
0,80,180 ppm
no observed effect on spermiogenic Alumot,
feeding
ma le
regulated
activity, spermatozoa count, or et a 1,
fumigated
cock-
feeding to
testes weight, 1968
mash
erels
level of
comb wt. declined.


180 ppm group



3 mo.

M
ii
0,150,300 ppm
at 150 ppm wt. gain reduced, at 300 ppm "


unrestricted
significant reduction in growth and


intake
feed intake, comb wt declined but no


12 mo.
effect on body wt., testes wt., and semen.

-------
Table 9 (Continued) - Summary of reproductive effect? of EDB in chickens.
Oral
adult

00 ppm
ll ol significant effect oq semen,
Alumo t,
fumigated
ma le

05 df
fertilisation rate, or hatch-
et a 1 ,
mash



ability of fertilized eggs.
1968
Oral
1 d-old
(
1,40 ppm
significant decrease in egg wt.,
ii
fumigated
female
2 X/d
and egg production, normal

ma sh

3 mo.
onset of egg laying.

ii
1 yr-old
0,100 ppm
significant reduction egg wt.,
ii

laying
4 wks.
end in fertilisation rate,


hens


increase in number of dead embryos.

Oral
Adu 11
0,10 rag/
treatment with various hormones had no
Alumot &
in
hens
Hen/d•
effect on egg wt. reduction, EDB did
Mandel,
mash

2-8 wks
not affect pituitary hormone pro-
1969


with various
duction.



hormone




treatments
1

Oral
laying
100 ppm
EDB reduced uptake of labled proteins
Alumot &
i n
hens
until egg
but increased number of follicles per
H a r d u f ,
mash

wt.
had de-
ovary.
1971


creased to




2/3 of control



-------
is presented in Table 2. Using data presented
in part in Table 2, the Criteria and Evaluation
Division has made a preliminary estimate that
professional applicators, applying EDB for 30-40
days per year, would receive a total annual
inhalation dose of 3-40 mg/kg and farmer-applica-
tors, applying EBB for 7-10 days per year, would
receive a total annual inhalation dose of
0.7—10 mg/kg/year (EPA, 1977).
Limited data from a citrus fumigation center
in Florida (Going and Spigarelli, 1976) pro-
vides a preliminary estimate of exposure as
shown in Table 10.
Table 10. Potential inhalation exposure at a citrus fumigation
center (EPA,. 1977).
Sample Location
/ 3	a/
ug/m EDB—
Potential Inhalation
Exposure—
office
3100
0.425 mg/kg/day
corridor
376
0.052 "
exit driveway
0.73
0.001 B
1/8 mile south
29.3
0.004 n
of site


a/data from 13-hour average air sample
3
b/ Calculated by assuming a breathing rate of 1.2 m /hr for
light activity, a body weight of 70 kg, an exposure
duration of 8 hours per day for 250 days and complete
retention of all inhaled EDB.
The only estimates, based on actual data, of
residues in raw or processed commodities are
calculated from the reports of Wit, et al,
(1969) and Litton Bionetics (1977). The
estimate based on the Wit, ej^ aJL_, paper,
calculated from the highest residue in whole
wheat bread reported in that study, is 0.00045
mg/kg/day. The previously cited data from the
Litton Bionetics (1977) study on 15 vegetable
crops provide an estimate of 0.00006 mg/kg/day
when the minimum detectable level (0.01 ppm) of
the methodology used in that study is assumed to
be the actual residue.
46

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NIOSH considers that Che EDB occupational
exposure limit should be substantially lower
than the current Federal standard of 20 ppm
as an 8-hour time-weighted-average limit
with a 30 ppm ceiling. NIOSH has recommended
that the occupational exposure limit for
EDB be reduced Co a ceiling concentration of
1.0 mg/M (0.13 ppm) for any 15-minute sampling
period. This is a decline of acCual dose
from 2212 mg/d (31.6 mg/kg/d) to 14.4 mg/d
(0.21 mg/kg/d). This calculation of actual dosage
assumes that Che average 70 kg. human breaches
1.8 m /hr when moderately active and that all
the inhaled EDB is retained. It is also assumed
that 1 ppm EDB m 7.68 mg/m EDB and that a work
day equals 8 hours. The NIOSH recommendation
reduces by one two-hundred and thirtieth,
the current federal ceiling for EDB (NIOSH,
1977).
III. SUMMARY OF EVIDENCE NOT SUFFICIENT TO SUPPORT AN	
RPAR
A. Acute Toxicity Criteria
1. Humans
Data presently available are ins^rf f icietrtr- ta
determine whether the risk criteria in 162.11(a)
(3)(i)(A) are met or exceeded. Table 11 summarizes »
the published data of acute exposures to humans.
Pesticide episode data (human exposure) presented
below as well as exposure data presented in
Tables 2 and 10, are also insufficient to
determine whether these criteria are met or
exceeded.
Data on acute toxicity of EDB to humans comes
largely from observations of accidental exposures.
The NIOSH criteria document (1977) cites four
reports describing either accidental, industrial
or experimental exposures. The pertinent
observations from these reports are presented in
Table 11.
In humans direct exposure to EDB causes irritation
and injury Co Che skin and eyes. Exposure Co
the vapor has caused Che development of respira-
-47-

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Table 11 - Summary of effects of EDB exposure in humans
(adapted from NIOSH, 1977).
Route of
Exp.
Cone. &
Duration
Observed Effects
Reference
7 n
respi-	70 g —
ratory	single
(accidental) dose,
during
anesthesia
dermal
55Z -
several
hr.
Marmetschke,
1910
vomiting, abdominal pain, diar-
rhea, difficulty in breathing,
restlessness, nervousness,
dizziness, death by 44 hr.
autopsy showed^upper resp.
tract irritating, swelling of
pulmonary lymph glands, muscular
degeneration of heart, liver
and kidneys, hemorrhages in the
trachea and along the mediastinum.
Unknown	irritation of conjunctiva,	Kochmann,
repeated swelling of eyelids and glands	1928
doses	under chin, skin sensitization
painful burning of feet with	Pflesser,
reddening and blisters between	1928
toes
0.5 ml-7
30 min.
0.5 ml-
10 min.
0.5 ml-7
30 min.
painful inflammation, swelling,
and blistering of skin
heat sensation, slight burning,
painful swelling and reddening
of skin for next 24 hr.
swelling, reddening, and itching
30 min. later
oral	4.5 ml	vomiting, abdominal pain, diar-
(possible single	rhea, nausea, anuria, death by
suicide) dose	54 hr. autopsy showed lung
edema and congestion, reddening
of intestinal mucosa, massive
centrilobular liver necrosis,
damage to tubular epithelium
of kidneys.
01mstead
1960
a/ Unknown portion of 70 g dose actually inhaled,
b/ Unknown quantity mixed with gauge fluid,
c/ Skin washed with soap and water after exposure.
-48-

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tory tract inflammation along with anorexia and
headache with recovery after discontinuance of
exposure. Von Oettingen (1958) reported weakness
and rapid pulse associated with EDB exposure as
well as cardiac failure resulting in death.
Olmstead (1960) reported that an accidental
ingestion of EDB caused liver necrosis and
kidney tubular damage.
Accidental human exposures to pesticides are
recorded voluntarily through the EPA Pesticide
Episode Review System (PERS). A search of
the PERS files covering the period 1966 -
September 1976, identified 23 reports involving
EDB as a pesticide, either alone or in combination
with other chemicals (EPA, 1976). Of the 23
episodes, 16 reports cited 20 humans as the
affected entities and the other seven listed
environmental contamination as the only impact.
Of the 20 humans involved, 8 were engaged in
agriculture, 3 were at home (including 1 child),
2 were involved in "loading dock" accidents, and
1 each involved in commercial pest control,
warehousing, a nut processing plant, an unspeci-
fied industry, and an unspecified job site. The
most frequent symptom reported in these episodes
was related to dermal contact and included
erythema, dermatitis, blistering and chemical
burns. Wheezing, chest pain and death were also
reported.
Anima1s
The Working Group has not assessed whether the
(acute) risk criteria, in 162.11 (a)(3)(i)(A) or
(B), to domestic animals, wildlife and aquatic
species are met or exceeded. There do not
appear to be sufficient data on this aspect and
furthermore there appears to be little opportunity
for EDB exposure to wildlife or aquatic organisms.
Data on the acute oral toxicity of EDB to
various species of test animals is summarized
in Table 12.
-49-

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Table 12 - Acute oral toxicity of EDB to various test organisms.
Species
Sex or
size
LD50 ppm
TLnA/
ppm (hr.)
Reference
Rats
M
146

Rowe et al, 1952
Rats
F
117

tl
Mice
F
420

If
Rabbits
F
55

II
Guinea




Pigs
Mixed
110

M
Chicks
Mixed
79

fl
LM
Bass
Fingerlings
Bluegill
25	(24 hr)—/'
15	(24 hr)^
15	(48 hr)^
25	(24 hr>^
18 (24 hr^
18	(48 hr)^
Davis and Hardcastle,
1959
Carp
5 cm
2.8 (48 hr)
Yoshida, 1972
Japanese



Goldfish
4 cm
>40 (48 hr)
•I
Killifish
2.5 cm
>40 (48 hr)
If
Loach
10 cm
160 (48 hr)
fl
Toad
tadpoles
68 (48 hr)
tl
Amer.



Crayfish
11 cm
10-40 (72 hr)
fl
Water



Flea (spp.)
F (adult)
>40 (3 hr)
19
a/ TLm * Median tolerance limit
b/ Soft water, 19.0 ppm hardness
c/ Hard water, 77.1 ppm hardness
-50-

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In a series of experiments, Rove e_t_ a^, (1952)
investigated the acute toxicity by oral, dermal",
eye contact, and inhalation routes in several
Taboratory animals. Their findings of acute
oral toxicity are summarized in Table 12 and,
by the inhalation route, in Table 13. Their
conclusions were that EDB caused obvious pain
and reversible injury to the rabbit eye and,
when confined against the rabbit skin, caused
severe burns. Rats a.nd guinea pigs subjected
to a single inhalation exposure at concentra-
tions above the 5QZ mortality level showed
CNS depression. Death from respiratory or
cardiac failure generally occurred within
24 hours. Death in these same species exposed
at concentrations below the 50Z mortality
level was usually delayed up to 12 days after
exposure and was due mostly to pneumonia.
Rabbits, monkeys, rats and guinea pigs, sub-
jected to daily seven-hour exposures, five
days a week for approximately six months
tolerated 25 ppm without adverse effects. A
concentration of 50 ppm was not well tolerated
by any of the four species. The most"impirrtavf~
toxic effects resulting from repeated exposures
were irritation of the lungs and injury to
the liver and kidneys (Rowe, e_t a_l_, 1952).
In other studies, Dow scientists demonstrated
that potentiation occurs in albino rats after
ingestion of mixtures containing EDB, carbon
tetrachloride and ethylene dichloride but not
after inhalation of these same mixtures. There
appears to be a synergistic effect of these
mixtures with "pure" EDB being less toxic than
all mixtures tested (Adams, e_t auL_, 1952;
McCollister, e_t £l_, 1956 ; Rowe, £t_ a_l_, 1954).
The NIOSH criteria document (1977) cites an
unpublished study by Ter Haar in which ten
female and ten male B6C3F1 mice were exposed in
inhalation chambers at each of 3 concentrations
(3, 15, 75 ppm) of EDB for 6 hrs/d, 5 d/wk for
13 weeks. Ter Haar reported 40Z mortality among
the male mice at 3 ppm during the 13 weeks and
one moribund female in the fifth week at 75 ppm;
all other mice survived. Histopathology in
respiratory tissues was reported at the
75 ppm level only.
-51-

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Table 13 - Summary of effects of multiple EDB inhalation exposures
in animals (adapted from data of Rowe, et al, 1952).
Soecies
Sex
Total No.
of Animals
Used
Cone., No.,
and Duration
of Exoosure
Observed
Effects
Rats
10
100 ppm	weight loss, increased
7 hr/d weight of kidneys, lungs
x 7 exp. and liver; cloudy swell-
in 9 d	ings of liver and con-
gestion of spleen; lung
irritation; blood in
stomach; 3/10 deaths
Rats
F
M
Rats
20
20
18
50 ppm	increased weight of kid-
7 hr/d	neys, lungs and liver;
x 63 exp.	decreased weight of
in 91 d	testes and spleen
50 ppm
7 hr/d
x 12 exp.
in 16 d
significant increase in
liver and kidney weight
but no histopathology
Rats
F
M
20
20
25 ppm
7 hr/d
x 151 exp.
in 213 d
13/AO deaths mostly due
to pneumonia
Rats
23
25 ppm
7 hr/d
x 13 exp.
in 17 d
no adverse effects
reported
Guinea
Pigs
Guinea
Pigs
F
M
8
8
50 ppm weight loss; decreased
7 hr/d rate of growth; conges-
x 57 exp. tion and parenchymatous
in 80 d	degeneration of kidneys;
fatty degeneration of
liver; no effect on
testes reported
50 ppm
7 hr/d
x 13 exp.
in 17 d
Depressed weight gain;
no other adverse
effect
-52-

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Table 13 (Continued) - Summary of effects of multiple EDB inhalation
exposures in animals (adapted from data of Rowe, et al, 1952).
Species
Sex
Total
Number of
Animals Used
Cone. No.,
and Duration
of exposure
Observed
Effects
Guinea
Pigs
F
M
8
8
25 ppm (mg/kg) 6/16 deaths because
7 hr/d	of pulmonary infec-
x 145 exp.	tions
in 205 d
Guinea
Pigs
25 ppm
7 hr/d
x 13 exp.
in 17 d
no adverse effects
reported
Rabbits
100 ppm
7 hr/d
x 2-4 exp.
in 2-4 days
fatty degeneration
of liver, 2 deaths
at 2nd day, 1 on
3rd day
Rabbits
Rabbits
Monkeys
Monkeys
F
M
F
M
F
M
F
M
50 ppm
7 hr/d
x 59 exp.
in 84 d
25 ppm
7 hr/d
x 152 exp.
in 214 d
50 ppm
7 hr/d
x 49 exp.
in 70 d
25 ppm
7 hr/d
x 156 exp.
in 220 d
small increase of
liver and kidney
weights
no adverse effects
reported
increased weight
and slight fatty
degeneration of
liver
no adverse effects
reported
-53-

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Schlinke (1969 and 1970) reported on the effects
of oral administration of EDB to sheep, calves
and chickens. His data is summarized in Table 14.
Table 14. Oral toxicity of EDB to sheep, calves, and chickens
(adapted from Schlinke, 1969 and 1970).
Species (N)
Dosage
mg/kg/ b.w.
Observed effects
Sheep
(1)
50.0
blood cholinesterase activity (CE)
83Z of pretreatment value, died in
3 days.
II
tl
(1)
(1)
25.0
25.0
no ill effects, CE-81%, 6 hrs.
• fl/
no effect on CE, died in 2 days.—
ft
Calf
(1)
(1)
10.0
50.0
no ill effects, CE-69Z, 6 hrs.
CE - 87Z, 48 hrs, died in 3 days.—
11
(1)
25.0
no ill effects, CE - 80Z, 6 hrs.
If
(1)
10.0
no ill effects, no effect on CE.
Chicken (5)
200,
10 days
4 died after 2nd dose, one after
3rd dose, anorexia and depression,
excess pericardial fluid and liver
congestion.
fl
(5)
100,
10 days
no ill effects, slightly reduced
vt. gain.
If
(5)
50
10 days.
no ill effects
a/ animals that died showed signs of "stiffness, prostration
and anorexia."
The NIOSH criteria document (1977) cites a
number of studies on the acute toxicity of EDB
to various animal species. Although the value
of these studies is limited due to their generally
imprecise design and small numbers of test
-54-

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organisms, they do show a similar pattern of
acute toxic effects in a variety of animal
species exposed through several routes. These
studies and the tested species and routes of
exposure include:
Thomas and Yant (1927) - guinea pigs and rats,
single inhalation and dermal exposures;
Lucas (1928) - rabbits, single inhalation
exposures;
Kochmann (1928) - rabbits and cats, multiple
inhalation exposures;
Glaser and Frisch (1929) - guinea pigs,
multiple inhalation exposures;
Kistler and Luckhardt (1929) - dogs, single
intravenous, inhalation and oral exposures;
Merzbach (1929) - dogs, single inhalation
exposures;
Aman, £t^ a_l_ (1946) - guinea pigs and rats,
multiple oral (gavage) exposures..
External symptomatology and tissue or organ
pathology described in these reports generally
is similar to that detailed more completely in
the human and animal studies summarized on the
preceding pages.
B. Chronic Toxicity Criteria
1.	Population Reduction of Nontarget or
Endangered Species
The Working Group is not avare of any chronic
toxicity data which may suggest that the
criteria of 162.11(a)(3)(ii)(C), relative to
population reductions in nontarget organisms
or endangered species, would be exceeded.
2.	Teratogenicity
Under the criteria for other chronic or delayed
toxic effects in 162.11(a)(3)(ii)(B), the data
presented by Short, e_t_ a_l_ (1976) suggest
-55-

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that teratogenic effects may occur in both rats
and mice. However the Working Group believes
that the findings of this study are not sufficient
to support an RPAR on teratogenic effects and
that additional information on these effects is
needed.
In this study, Short and coworkers exposed
pregnant rats and mice to EDB at airborne
concentrations of 32- ppm for 23 hr/d from day
6 through 15 of gestation. Two other groups
of rats and mice were used; one was the untreated
control and the other was a restricted diet
group. This dose of EDB appeared to be toxic
to both rats and mice as evidenced by decreased
food consumption and decreased weight gain.
Body weight changes were also seen with the
restricted diet group. Indices of fetotoxicity
were seen for both rats and mice from EDB
exposure, e.g., decreased implants per dam,
decreased fetuses per dam, decreased fetal
weight. Decreases in some of these same
parameters were observed in the restricted
diet group.
In the rat, the only teratogenic effect attribut-
able to EDB treatment was wavy ribs. This
effect was not seen in the restricted diet or
control groups and are seldom observed in rats.
Wavy ribs may also be an indication that, if the
dose is increased, more teratogenic effects may
be seen. There was an increase in fourth
ventricle hydrocephaly but the significance was
less than 0.10. Incidence of 14th ribs seen in
all groups was within normal values for rats.
In mice third ventricle hydrocephaly occurred in
both the EDB treated and food-restricted groups.
When compared to untreated controls, EDB treated
mice had an increase incidence of delayed and
incompletely ossified bones. However when the
EDB mice and restricted diet mice are compared
in this regard, a Fisher's Exact Test shows that
these incidences are not statistically different
(e.g. worst case p * 0.164). Thus, delayed
ossification may be due to decreased food
intake.
-56-

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Since only one dose level was used and since
this dose caused coxic effects in both pregnant
rats and mice, little useful regulatory informa-
tion can be obtained from this study.
C. Lack of Emergency Treatment Criteria
Available information in the EDB criteria document
(NIOSH, 1977) suggest that first aid and remedial
procedures are available; therefore the criteria
in 162.11 (a) (3)(iii) are not met or exceeded.
REQUEST FOR INFORMATION
A.	Acute Toxicity Criteria — Humans
Sufficient data nor information are not available
to determine whether this risk criteria is met
or exceeded.
B.	Other Chronic Effects Criteria
The Agency has determined that a data gap exists
and seeks further information on the teratogenic
effects of EDB exposure. Teratology studies with
at least three dose levels are needed in two
species via oral and inhalation routes to properly
evaluate EDB1s teratogenic potential.
C.	Human Exposure Data
The Agency lacks sufficient accurate data on levels
of EDB to which humans may be exposed. There is a
need for more accurate exposure data from EDB
residues in foods and feeds, and for data on acute
or chronic inhalation and dermal exposures during
soil, commodity, and spot fumigation operations.
Such data is needed for the Agency to better assess
the risks associated with these potential routes of
exposure to EDB.
-57-

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EDB Part VI Bibliography
Adams, E.M., R.L. Hollingsworth, H. C. Spencer, and
D.	D. McCollister. 1952. Toxicity study of a spot fumigant.
Mod. Sanit. 4(7): 39-41, 70.
Alper, H.D., and B.N. Ames. 1975. Positive selection of
mutants with deletions of the gal-chl region of the
Salmonella chromosome as a screening procedure for mutagens
that cause deletions* J. Bact., 121(1):259-266.
Alumot (Olomucki), E. 1972. The mechanism of ethylene
dibromide action on laying hens. Residue Reviews 41:1-11.
Alumot, E., and E. Chalutz. 1972. Fumigation of citrus
fruit, with ethylene dibromide: Desorption of residues and
ethylene evolution. Pestic. Sci- 3:539-544.
Alumot (Olomucki), E., and Z. Harduf~ 1971. Impaired uptake
of labeled proteins by the ovarian follicles of hens
treated with ethylene dibromide. Comp. Biochem. Physiol.
39B:61-68.
Alumot (Olomucki), £•, and E. Maude1. 1969. Gonadotropic
hormones in hens treated with ethylene dibromide. Poult.
Sci. 48(3):957-960.
Alumot (Olomucki), E., E.. Nachtomi, 0. Kempenich - Pinto,
E.	Mandel, and H. Sehindler. 1968. The effect of ethylene
dibromide in feed on the growth, sexual development and
fertility of chickens. Poult. Sci. 47(6):1979-1985.
Aman, J., L. Parkas, M.H. Ben-Shamai, and M. Plaut* 1946
Experiments on the use of ethylene dibromide as a fumigant
for grain and seed. Ann. Appl. Biol. 33:389-395.
Amir, D. 1969. The action of ethylene dibromide on rams.
In: Mechanisms of Halogenated Hydrocarbons used as Fumigants
on Animals. First Annual Report to USDA (submitted by
A. Bondi and E. Alumot, Project # A10-MG-8).
Amir, D. 1973. The sites of the spermicidal action of
ethylene dibromide in bulls. J. Reprod. Fert. 35(3):519-525.
Amir, D. 1975. Individual and age differences in the
spermicidal effect of ethylene dibromide in bulls.
J. Reprod. Fert. 44:561-565.
Amir, D.f and E. Ben-David. 1973. The pattern of structural
changes induced in bull spermatozoa by oral or injected
ethylene dibromide (EDB). Ann. Biol. Anim. Biochem.
Biophys. 13(2):165-170.
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Amir, D., and 7. Lavon. 1976. Changes in total nitrogen,
lipoproteins and amino acids in epididymal and ejaculated
spermatozoa of bulls treated orally with ethylene dibromide.
J. Reprod. Fert. 47(1):73-76.
Amir, 0., and R. Volcani. 1965. Effect of dietary ethylene
dibromide on bull semen. Nature 206(4979):99-100.
Amir, D., and R. Volcani. 1967. The effect of dietary
ethylene dibromide. (EDB) on the testes of bulls.- Fert.
Steril., 18(1):144-147.
Beckman, fl., D# G» Crosby, P. T. Allen, and C. Mourer. 1967.
The inorganic bromide content of foodstuffs due to soil
treatment with fumigants. J* Food Sci. 32(1):138-140.
Berck, B. 1974: Fumigant residues of carbon tetrachloride,
ethylene dichloride, and ethylene dibromide in wheat,
flour, bran, middlings, and bread. J. Agr. Fd. Chem.
22(6):977-984.
Bielorai, R. and E. Alumot* 1965. Determination of ethylene
dibromide in fumigated feeds and foods by gas-liquid chomato-
graphy. J. Sci. Fd. Agric. 16:594-596.
B.ierex, B., and C. Vickers. 1959. The effect on egg
size and production of fungicide treated and fumigated
grains fed to hens. J. Amer. Vet. Med. Assoc. 134(10):
452-453 «
Bondi, A., and E. Alumot. 1967. Effect of ethylene
dibromide fumigated feed on animals. Final Report of
Research Conducted Under Grant Authorized by U.S. Public
Law 480, submitted by Faculty of Agriculture, Hebrew
University, Rehovot, Israel. Project #A 10 AMS-4(a),
Grant #FG-Is-117, Report Period: Aug. 1961 - Aug. 1966.
81 pp., Plus Appendix: 5th Annual Report, XVI pp.
Bondi, A., and E. Alumot. 1974. Mechanism of action
of halogenated hydrocarbons used as fumigants on animals.
Final Report submitted to USDA, Faculty of Agricultural
and Agricultural Research Organization, Rehovot, Israel,
Feb. 1974, 125 pp.
Bondi, A., E. Olomucki, and M. Calderon. 1955. Problems
connected with ethylene dibromide fumigation of cereals.
II - Feeding experiments with laying hens. J. Sci. Fd.
Agri. 6:600-602.
Brem, S., J. E. Coward, and H.S. Rosenkranz. 1974a. 1,2,-
Dibromethane - effect on the metabolism and ultrastructure
of Escherichia coli. Biochem. Pharmacol. 23(16):2345-2347.
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Brem, H., A.B. Stein, and H.S. Rosenkranz. 1974 b. The
mutagenicity and DNA-modif ying effect of haloalkanes •
Cancer Res. 34:25 76-25 79.
Brown, A.L. , J.J. Jurinak; and P. E. Martin. 1958.
Relation of soil properties to bromide uptake by plant
following soil fumigation with ethylene dibromide.
Soil Sci. 86:136-139.
Buselm&ier, W., G. Rohrborn, and P. Propping. 1972.
Mutagenitats-Untersuchungen mit Pestiziden im Host-
mediated assay und mit dem Dominanten Letaltest an der
Maus. [Mutagenicity studies with pesticides by host-
mediated assay and the dominant lethal test on mice.]
Biol. Zbl. 91:311-325.
Bussel, J., and S. S. Kamburov. 1976. Ethylene dibromide
fumigation of. citrus fruit to control the Mediterranean
fruit f3»y, Ceratitis capitata (Wied.). J. Amer. Soc.
Hort. Sci. 101(1):11-14.
Castro, C. E., and N. 0. Belser. 1968. Biodehalogenation.
Reductive dehalogenation of the biocides ethylene dibromide,
1, 2-dibromo—3-chloropropane, and 2,3-dibroaobutane in
soil.. Envir. Sci. Tech.. 2(10): 779-783..
Castro, C. E. , and R . A* Sehmitt. 1962. Direct, elemental
analysis of citrus crops by instrumental neutron activation.
A rapid method for total bromide, chloride, manganese,
sodium and potassium residues. Agri. Fd. Chen. 10(3):236—239»
Caylor, J., and C. Laurent. 1969. The effect of a grain
fumigant on egg size of the white leghorn hens. Poult.
Sci. 39:216-219.
Chalutz, E., E. Alumot, and 7. Carmi. 1972. Fumigation
of citrus fruit with ethylene dibromide (1970/71). (In
Hebrew), Preliminary Report 710, Div. Sci. Publication,
Dept. of Food Storage and Technology, The Volcani Institute
of Agriculture Research, Bet Dagon Israel. 12 pp.
Chalutz, E., M. Schiffmann-Nadel, J. Waks, E. Alumot,
Y. Carmi, and J. Bussel. 1971. Peel injury to citrus fruit
fumigated with ethylene dibromide. J. Amer. Sco. Hort. Sci.
96(6): 782-785.
Clive, D. 1973. Recent developments with the L51787 TK
heterozygote mutagen assay system. Envir. Heal. Perspect.
6:119-125.
Code of Federal Regulations. 21. Food & Drugs. Parts
10 to 199. Revised April 1, 1976.
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Brem, H., A.B. Stein, and H.S. Rosenkranz. 1974 b. The
mutagenicity and DNA-modifying effect of haloalkanes.
Cancer Res. 34:25 76-25 79.
Brown, A.L., J.J. Jurinak; and P. E. Martin. 1958.
Relation of soil properties to bromide uptake by plant
following soil fumigation with ethylene dibromide.
Soil Sci- 86:136-139.
Buselmaier, W., G. Rohrborn, and P, Propping* 1972.
Mutagenitats-Untersuchungen mit Pestiziden in Host-
mediated assay und ait dem Dominanten Letaltest an der
Haus. [Mutagenicity studies with pesticides by host-
mediated assay and the dominant lethal test on mice*]
Biol. Zbl. 91:311-325.
Bussel, J., and S. S. Kamburov. 1976. Ethylene dibromide
fumigation of citrus fruit to control the Mediterranean
fru.it fly, Ceratitis capitata (Vied.). Amer. Soc.
Hort- Sci. 101C1):11-14.
Castro, C. E., and N* 0. Belser. 1968. Biodehalogenation.
Reductive dehalogenation of the biocides ethylene dibromide,
1, 2-dibromo—3-chloropropane, and 2,3-dibromobutane in
soil.. Envir. Sci. Tech. 2(10): 779-783.
Castro, C* E., and R» A. Schmitt. 1962. Direct elemental
analysis of citrus crops by instrumental neutron activation.
A rapid method for total bromide, chloride, manganese,
sodium and. potassium residues. Agri. Fd. Chem. 10(3): 236-239.
Caylor, J., and C. Laurent. 1969. The effect of a grain
fumigant on egg size of the white leghorn hens. Poult.
Sci. 39:216-219.
Chalutz, E., E. Alumot, and Y. Carmi. 1972. Fumigation
of citrus fruit with ethylene dibromide (1970/71). (In
Hebrew), Preliminary Report 710, Div. Sci. Publication,
Dept. of Food Storage and Technology, The Volcani Institute
of Agriculture Research, Bet Dagon Israel. 12 pp.
Chalutz, E., M. Schiffmann-Nadel, J. Waks, E. Alumot,
7. Carmi, and J. Bussel. 1971. Peel injury to citrus fruit
fumigated with ethylene dibromide. J. Amer. Sco. Hort. Sci.
96(6): 782-785.
Clive, D. 1973. Recent developments with the L51787 TK
heterozygote mutagen assay system. Envir. Heal. Perspect.
6 :119-125.
Code of Federal Regulations. 21. Food & Drugs. Parts
10 to 199. Revised April 1, 1976.
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-------
Code of Federal Regulations. 21. Food & Drugs. Farts
500 to 599. Revised April 1, 1976.
Code of Federal Regulations. 40. Protection of Environment.
Parts 100 to 399. Revised July 1, 1976.
Coggiola, r.M., and F.E. Huelin. 1964. The absorption
of 1,2-dibromoethane by oranges and by materials used in
their fumigation. Agri. Fd. Chem. 12(2):192-196.
Davis, J.T., and W.S. Hardcastle. 1959. Biological
assay of herbicides for fish toxicity. Weeds. 7:397-404.
De Serres, F.J., and H.V. Mailing. 1970. Genetic analysis
of ad-3 mutants of Neurospora crassa induced by ethylene
dibromide - a commonly used pesticide. Hewsl., Envir.
Muta. Soc. 3:36-37.
Dow Chemical, C.S.A.. 1977. Letter to Dovfume W-85 and
EDB Tech customers. Dated 8/5/77.
Dumas, T. 1973. Inorganic and organic bromide residues
in foodstuffs fumigated with methyl bromide and ethylene
dibromide at low temperatures. J. Agric. Fd. Chem.
2.1(3) :4-33-436.
Dumas, T., and E.J. Bond. 1975. Bromide residues in
apples fumigated with ethylene dibromide. J. Agric. Fd.
Chem. 23(1) : 95-98..
Edwards, K., H. Jackson, and A.R. Jones. 1970. Studies
with alkylating esters - II. A chemical interpretation
through metabolic studies of the antifertility effects
of ethylene dimethanesulphonate and ethylene dibromide.
Biochem. Pharmacol. 19:1783-1789.
Ehrenberg, L., S. Osterman-Golkar, D. Singh, and 7. Lundqvist.
1974. On the reaction kinetics and mutagenic activity of
methylating and [beta]-halogenethylating gasoline additives.
Rad. Bot. 15(3):185-194.
EPA. 1976. Episode summary for reports involving ethylene
dibromide. Report No. 85, Pesticide Episode Response
Branch, OD, OPP, EPA. 9 pp.
EPA. 1977. Carcinogen Assessment Group (CAG) memorandum,
E.L.A., 8/26/77.
-61

-------
EPA* 1977. Criteria and Evaluation Division memorandum,
D.J.S., 8/30/77, and Analysis of Human Exposure to Ethylene
Dibromide* (Draft) Beusch, George J* and David J. Severn,
EPA, Chemistry Branch, Criteria and Evaluation Division,
Office of Pesticides Programs. Sept. 21, 1977.
EPA. 1977. EDB Mutagenicity., Memo from Dr. R. Pertel,
OSPR, to Anthony Inglis, EDB Project Manager, dated 8/10/77
with attachments.
Epstein, S.S., E. Arnold, J.. Andrea, W, Bass, and
7« Bishop. 1972. Detection of chemical mutagens by the
dominant: lethal assay in the mouse. Toxicol, and Appl.
Pharmacol., 23:288-325.
Fahrig, R. 1974. Comparative mutagenicity studies with
pesticides. International Agency for Research on Cancer,
Scientific Publications No. 10:161-181.
Fishbein, L. 1976. Industrial-mutagens. I. Halogenated
aliphatic derivatives*. Mut.. Res- 32(2):267-307»
Fuller, H.L., and G.K. Morris. 1962. A study of the
effects of ethylene dibromide fumigant components on egg
production. Poult* Sci. 41:645-654.
Fuller,.	and. G.K». Morris. 1963* The comparative
toxicity of ethylene dibromide when fed as fumigated grain
and when administered in single daily doses. Poult. Sci.
42:508-514.
Glaser, E., and S. Frisch. 1929. Ein Beitrag zur Kenntnis
der Wirlcung technisch und hygienisch wichtiger Gase und
Dampfe auf den Oganismus. Uber gebromte Rohlenwasserstoffe
der Fettreihe. [The effect of. technically and hygienically
important gases and vapors upon the organism. Brominated
hydrocarbons of the aliphatic series.] (German) Arch.
Hyg. 101:48-64.
Going, J., and J.L. Spigarelli. 1976. Sampling and
analysis o£ selected toxic substances. Task IV-
Ethylene dibromide. EPA 560/6-76-021, EPA, Office of
Toxic Substances. 156 pp.
IARC. 1977. IARC Monographs on the Evaluation of the
Carcinogenic Risk of Chemicals to Man: Some fumigants, the
herbicides 2,4-D and 2,4,5-T, chlorinated dibenzodioxins
and miscellaneous industrial chemicals. International
Agency for Research on Cancer. Vol. 15, pp 195-209.
-62-

-------
Kistler, G.H. and A.B. Luckhardt. 1929* The pharmacology
of some ethylene-halogen compounds. Curr. Res* Anesth.
Analg. 8:65-74.
Kochmann, M. 1928. [Possible industrial poisonings with
ethylene dibromide.] (German). Munchener Medizinische
Wochenschrift. 75(13):1334-1336.
Kristofersson, U. 1974. Genetic effects of some gasoLine
additives. Hereditas 78:319. (Abstract).
Litton Bionetics Inc. 1976. Development of a method
for the determination of Lov level residues of ethylene
dibromide*- Final report submitted to Great Lakes Chemical
Corp.; LBI Project No. 2675, October 14, 1976. 11 pp.
Litton Bionetic lac. 1977. Determination of residues
of ethylene dibromide in crop samples. Final report submitted
to Great Lakes Chemical Corp., LBI Project No. 2711, Feb. 9,
1977. 33 pp., and letter dated July 15, 1977, to Director,
Research and Development, Great Lakes Chemical Corp.
Lucas, G.W.H. 1928. A study of the fate and toxicity of
bromide and chlorine containing anesthetics. J. Pharmacol.
34:223-237.
Mailing, 3.7V 1969. Ethylene dibromide: A potent
pesticide with high mutagenic activity. Genetics 61:539.
(Abstract).
Marmetschke, G. 1910. [On lethal ethyl bromide and ethylene •
bromide intoxication.] (German). Vierteljarhesschrift
fur Gerichtliche Medizin und Oeffentliches Sanitatswesen.
40(3):61-76.
McCann, J., E» Choi, E. Tamasaki, and B.N. Ames. 1975.
Detection of carcinogens as mutagens in the Salmonella
microsome test: Assay of 300 chemicals. Proc. Nat. Acad.
Sci. 72(12):5135-5139.
McCollister, D.D., R.L. Hollingsworth, F. Oyen, and
7.K. Rowe. 1956. Comparative inhalation toxicity of
fumigant mixtures. A.M.A. Arch. Ind. Heal. 13:1-7.
McHenry, M.7. 1972. The behavior of pesticides containing
1,3-dichloropropene and 1,2-dibromoethane in soils. Disserta-
tion submitted for Doctor of Philosophy Degree in Plant
Pathology. University of California, Riverside, California.
110 pp.
-63

-------
McMahon, B. 1971. Analysis of commercially fumigated
grains for residues of organic fumiganCs* J. Assoc.
Offic. Agirc. Chem. 54(4):964-965.
Meneghini, R. 1974. Repair replication of opposum lymphocyte
DNA: Effect of compounds that bind to DNA. Chem. - Biol.
Interactons. 8:113-126.
Merzbach, L. 1929. [The pharmacology of methyl bromide and
related compounds.] (German). Z. Ges. Exp. Med.. 63:383-392.
Nachtomi, E. 1970. The metabolism of ethylene dibromide
in the rat. The enzymatic reaction with glutathione
in vitro and in vivo. Biochem. Pharmacol. 19:2853-2860.
Nachtomi, E., E. Alumot, and A. Bondi. 1966. The metabolism
of ethylene dibromide in the rat. I. Identification of
detoxification products in urine. Israel J. Chem. 4:239-246.
Hauman, C.H., A.H» Sparrow, and L A. Schairer. 1976.
Comparative effects of ionizing radiation and two gaseous
chemical mutagens on somatic mutation induction in one
mutable and two non-mutable clones of Tradescantia. Mut.
Res. 38(1):53—70.
NIOSH. 1977- Criteria for a. recommended standard:
Occupational exposure to ethylene dibromide. No. 77-221,
National. Institute for Occupational Safety and Health, PHS,
ITS DHEW• 208 pp.
Olmstead, E.7. 1960. Pathological changes in ethylene
dibromide poisoning. A.M.A. Arch. Ind. Health 21:45/525-
49/529.
Olson, W.A., R.T. Habermann, E.K. Weisburger, J.H.
Ward, and J.H. Weisburger. 1973. Induction of stomach
cancer in rats and mice by halogenated aliphatic fumigants.
J. Nat. Cancer Inst., 51(6);1993-1995.
Pflesser, G. 1928. [ Slcin-damaging effect of ethylene
dibromide - A constituent of the liquid from remote water
gauges.] (German). Arch* Gewerbepatho1. Gewerbehyg.
8:591-600.
Powers, M.B., R.W. Voelker, N.P. Page, E.K. Weisburger,
and H.F. Kraybill. 1975. Carcinogenicity of ethylene
dibromide (EDB) and 1,2,-dibromo-3-chloropropane (DBCP)
after oral administration in rats and mice. Toxicol.
Appl. Pharmacol., 33(1) : 171-172. (Abstract).
-64

-------
Rove, V.K., R.L. Hollingsworth, and D.D. McCollister.
1954. Toxicity study of a grain fumigant (Dowfume EB-5).
Agric. Fd. Chem. 2(26):1318-1323.
Rove, V.K., H.C. Spencer, D.D. Mc Collister, R.L. Hollingsworth,
and E.M. Adams. 1952. Toxicity of ethylene dibromide
determined on experimental animals A.M.A. Arch. Ind. Hyg.
Occup. Med. 6(2): 158-173.
Schlinke, J.C* 1969* Toxicologic effects of five soil
nematocides in cattle and sheep* J.A.V.M.A* 155(8):1364-1366•
Schlinke, J.C*. 1970. Toxicologic effects of five soil
nematocides in chickens* Amer. J. Vet. Res. 31(6):1119-1121*
Short, R.D*, Jr., J.L. Minor, B. Ferguson, T. Unger,
and C-C. Lee. 1976* Toxicity studies of selected chemicals,
Task I: The developmental toxicity of ethylene dibromide
inhaled by rats and mice during organogenesis* Final
Report, No. EPA-560/6-76-018, U.S. EPA, Office of Toxic
Substances, 11 pp.
Sparrow, A.H*, and L.A. Schairer. 1974. The effects of
chemica.1 mutagens (EMS, DBE) and specific air pollutants
(0,,	^2°^ on 80n4lti-c mutation rates in Tradescantia.
Talk presented' at Symposium on The Potential Genetic Effects
of Environmental Pollutants on Man, Moscow, USSR,
February 18-21, 1974.
Sparrow, A.H., L.A* Schairer, and R* Villalobos-Pietrini.
1974. Comparison of somatic mutation rates induced in
Tradescantia by chemical and physical mutagens. Mut.
Res. 26(4):265-276.
SRI. 1975. Chemical Economics Handbook. Stanford Research
Institute, Menlo Park, Calif. Production Data-EDB, 648.5054W,
650.5020 B&C, Jan. 1975, Supplemental Data p.209, June 1977,
Kevin Allison, compiler.
SRI. 1977. A study of industrial data on candidate
chemicals for testing. Stanford Research Institute,
Report prepared for Office of Toxic Substances, EPA-
560/5-77-006 (5 chapters and appendices), pp3-146 thru
3-151 and Bibliography.
Thomas, B.S.H., and W.P. Yant. 1927. Toxic effects
of ethylene dibromide. Pub. Heal. Rpt. 42:370-375.
-65-

-------
Thomason, I., C. Castro, R. Baines, and R. Mankau. 1971.
What happens to soil fumigants after nematode control?
Cali. Agric., 25(9):10-12.
Vogel, E., and J.L.R. Chandler. 1974. Mutagenicity
testing of cyclamate and some pesticides in Prosophila
melanogaster. Experientia. 30(6):321-323.
Von Oettingen, W.F. 1958. The halogenated hydrocarbons:
Toxicity and potential dangers* Pub. Heal. Serv. Rpts.
Ho. 4-14, p.152.
Ward, J. if*, and. R.T. Habermann. 1974* Pathology of
stomach cancer in rats and mice induced with the agricultural
chemicals ethylene dibromide and dibromochloropropane* Bull.
Pharmacol. Environ. Pathologists 2(2):10-11.
Weisburger, E.K. 1977. Carcinogenicity studies on halogena-
ted hydrocarbons* (Draft manuscript), 10 pp. plus 14 table
pages. To appear in Environ* Health. Perspec. Summer, 1978.
White, L.V., and D. McAllister. 1977. Soil fumigant
applicator exposure to ethylene dibromide. Unpublished
manuscript. 7pp*
Wit* S»L.., A.F.H*. Besemer, H.A. Das, W. Goedkoop, F.E.
Looajes, and E.K* Mepelink. 1969. Results of an investiga-
tion on the regression of three fumigants (carbon tetrachloride,
ethylene dibromide and ethylene dichloride) in wheat during
processing to bread. Report- No. 36/69 Tox. , National
Institute of Public Health, Bilthoven, Netherlands. 21 pp«
Yoshida, K» 1972. [Toxicity of pesticides to some water
organisms.] (Japanese). Bull. Agric. Chem. Inspect. Stn.,
No.12:122-128.
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-------