United States             Offios of Pertteidei end Toxic Sub«tane«
                    Environmental Protection      Office of Pettied* Program (TS-766C)
                    Agency                Wellington, DC 20460
v°/EPA       Pesticide
                    Fact Sheet
                    Name of Chemical:
                    Reason for Issuance:
                    Date Issued:     ***<* 31' 1985
                    Fact Sheet Number: 49
 1. Description of chemical;

      Generic Name:  naptalam, naotalam sodium
      Conmon name;   naptalam (WSSA, BSI, ISO)
      Trade name:    Alanap-L •
      EPA Shauqhnessy Code:  030702
      Chemical Abstracts Service (CAS) Number: 132-66-1
      Year of Initial Registration:  1949
      Pesticide Type:  Herbicide
      Chemical family:  Phthalic acid
      U.S. and Foreign Producers:  Uniroyal

 2. Use patterns and formulations;

      Application sites:  Liquid and granular naptalam are used as selective
                        preemerqence herbicides for the control of a wide
                        range of  annual broadleaf weeds and grasses in soybeans,
                        peanuts,  cucumbers, melons, and established woody
                        ornamental stock.  Naptalam mav also be applied after
                        emergence on soybeans.
      Types of formulations:  Liquid and granular forms.
      Types and Methods of Application: Planter-mounted preemerqence herbicide spraver,
                                     aerial spravinq, or qranular applicator.
                                     Applications may be preemerqence, or
                                     oostemerqence in soybeans and cucurbits.
                                     One application per year, except on
                                     cucurbits, where there may be two.
      Application Rates:  Por the liouid formulations, rates ranqe from
                        2.0-6.0 Ibs ai/A, except on ornamental nursery stock,
                        where 8.0 Ibs ai/A may  be used.  For the qranular
                        formulation, the rate is 4.3 Ibs ai/A, except on
                        cranberries, where B.I  Ibs ai/A may be used.
      Usual carriers: Water is the most common carrier for liquid formulations.

1. Science T ’indinas :
S .minarv science stat ent:
th ical characteristics:
Physical state: solid
Qlor: urole
Ck or: no data
Va r pressure: not available and not required
Meltinq çoint: 185°C (acid) and 234°C (sodii. i salt)
Octanol/water partition coefficient: not available
Stability: not stable above pM 9.5 or above 180°C. Tends to form
the imide at elevated t nperatures.
Solvent Naptal Naptalam, Sod ium
Water — 0.02 30.0
Acetone — 0.59 l.6R
Xvlene — * 0.04
Benzene — * 0fl5
Rexane — * *
thioroform — 0.01 *
— 1.q4 5.53
nMq() — 4.31 140.0
Ether — 0.11 0.01
2—oropanol — ‘1.21 2. OQ
MF ( — 0.37 o.c
* Insoluble in this solvent.
unusual handlina characteristics: Very hard water and water with l oM
may cause precioitation of free acid
F ran solution of naptalam sod iwt. May
be incanoatible with sane pesticides.
Riah electrolyte may be a robl n in
mixtures with soluble fertilizers.
‘I xico1oqical characteristics:
Acute Effects:
Acute Oral tD ij — (rats) R.2 q/kq (naptalan), 1.7 a/kg (naptalan
sodiun)(Cateqory IV)
Acute Dermal W 50 - not available
Acute Inhalation xicitv — not available
Primary Eye Irritation — (rabbits) Cbrneal opacity in 3 of f animals:
reversed in 4 of v animals at day 7. Coniunctival
damaqe in 6 of 6 animals:, reversed in 3 of 6
animals at day 7. (Category 1)

Major Routes of ‘&posure: Dennal is the major route, followed by ocular and
Chronic ‘Effects:
Oncogenicity — Mice : N ative at 5000 ppm, the highest dose tested.
1 ts : data gap
ratology - Sprague-t wley rats: Increased maternal nDrtality and
resorptions re noted at the mid dose level and above.
MJEL for maternal and fetotoxic effects is therefore 15
mg/kg/day (lowest dose tested).
Reproduction - data gap
Mutagenicity — data gap
Chranosomal Abberatlon — data gap
Physiological and Biochenical Behavioral Characteristics:
Tharislocatlon: 1’ en applied to soil, naptalain is absorbed by the roots and
translocated to the leaves.
Mechanian of Action: Blockaga of indoleacetic acid ( 1 IAA) action.
‘thvirorinental Characteristics:
Absorption and leaching characteristics: Incomplete data indicate that
naptalam is very n bile in a fine sand, a sandy loam, and a silt
loan soil, and slightly n b11e in muck soil. Retention of
naptalam by soil is correlated with CEC and organic matter
content. The suth itted data are not sufficient to fill data
Microbial breakdown: Data gap
Loss fran photodegradation and/or volatilization: t ta gap
Resultant average persistance: Unknown
Half-life in Water: Unknown.
‘Ecological characteristics:
Hazards to Birds: Low toxicity, suggesting minimal hazards.
Hazards to Fish and Aquatic ,Invertebrates: Low toxicity, suggesting
minimal hazards.
Potential Proble with ‘E dangered Species: 1 k ha7ards indicated.

Tolerance Reassessment:
List of crops and tolerances: (40 CFR 180.297)
Cantaloups 0.1N
Cranberries 0.1N
Cucumbers 0.1N
Mus) elons 0.1N
Peanuts 0.1W
Peanuts, hulls 0.1N
Peanuts, hay 0.1W
Soybeans 0.1N
Soybeans, hay 0.1W
Watermelons 0.1N
List of food contact uses: Cantaloups, cranberries, cucumbers, muskmelons,
peanuts, soybeans, watermelons.
Results of tolerance assessment: No ADI can be set at this time. The k ency
will reccrnmend that the negligible (N) classification be removed frcr all
4. S .ntunary of Regulatory Position and Rationale :
Use Classification: Not a restricted use pesticide. L .i toxicity.
Groundwater Monitoring: Not required at this time. Data may be required
later if warranted by environmental fate data.
New Uses: The Agency will not approve new tolerances for significant new
crops until data gaps regarding acute toxicity, teratogenicity,
oncogenicity, plant and animal metabolism, storage stability,
reproductive effects, and environmental fate are filled.
Use, Formulation or Geographic Restrictions: Manufacturing—use products
(of which there are none registered at this time) may only be formulated
into end—use products intended for use as an herbicide on cucurbits,
soybeans, peanuts, cranberries, or ody ornamental stock.
Unique Label warning statements:
1. Use Pattern Statements :
Labels of all MPs must bear the statement:
“For formulation into end—use herbicide products intended only for use on
soybeans, peanuts, cucurbits, cranberries, or ody nursery stock.”

2. Precautionary Statements
Labels of MPS and EPs must bear the statements:
a. Hazards to Humans Statements
“DANGER: Harmful if swallowed. Corrosive. Causes irreversible eye
damage. t not get in eyes or on clothing. Waar a face shield or
goggles. Wash thoroughly with soap and water after handling and
before eating or smoking. Remove contaminated clothing and wash
before reuse.” and;
b. Statements of Practical Treatn nt
“ If in eyes : Flush with water for fifteen minutes. Call a physician.”
“ If swallowed : Call a physician or Poison Control Center. Drink
pra’rtptly a large quantity of milk, gelatin solution, or, if these are
not available, drink large quantities of water. Avoid alcohol. NOTE
TO PHYSICL N : Probable mucosal damage may contraindicate the use of
gastric lavage.”
C. Envirormental Hazard Statement
The following specific statements must appear on the labels of all MP5:
“tX. not discharge effluent containing this product into lakes, streams,
ponds, estuaries, oceans, or public waters unless this product is
specifically identified and addressed in a NPDES permit. Do not
discharge effluent containing this product to sewer systems without
previously notifyinq the sewage treatment plant authority. For guidance
contact your State Water Board or Regional Office of the EPA.”
The labels of EPs intended for outdoor use must bear one of the following
statements, depending on the formulation of the product:
Granular products must bear the statement:
“Do not apply directly to water. In case of spills, collect for reuse
or properly dispose of the granules. Do not contaminate water by
cleaning of equi nent or disposal of wastes.”
Non—granular products must bear the statement:
“Do not apply directly to water. Do not contaminate water by cleaning
of equipnent or disposal of wastes.”

d. Grazing 1 strictions Stat nent
The label of all EPS registered for use on peanuts must bear the stat nent:
“Do not graze or feed forage or hay fran treated peanuts to 1 ivestock.”
The label of all EPS registered for use on soybeans must bear the stat iient:
“Do not harvest soybeans or soybean hay earlier than 90 days psttreathient.
Do not graze or feed soybean forage or hay fran treated fields to livestock.”
The labels of all products must bear the appropriate container disposal
statenent. See pendix IV-4 of the guidance package.
The required statements listed in the Standard must appear on the labels
of all MPs and EPs released for shiq ent after March 1, l98 . The labels
of all MPs arx3 EPS currently in the channels of traie nust be modified to
inclir3e all the listed statements by March 1, 1987. After review of data
to be subi ittec1 under the Standard, the Niencv may imtxse aiciitional
labe] recuirements.
5. Stminary of malor data gaps
Dates t en malor data gaps are due to be filled.
Due date (Time allowed
after publication of
Data Required the Standard )
Description of beginning materials and manufacturing
process twelve months
Discussion of formation of unintentional inqredients twelve months
Preliminary analysis of s nples six months
Certification of limits six months
()3or six months
Density, milk Density, or Specific Gravity six months
Dissociation Constant six months
PH six months
Livestock metaboli n twenty-four months
Plant metabolisn twenty-four months
Storage stability data twenty—four months
Maanit e of the residue for each food use twenty—four months
cunulation Sttz3ies (confined rotational crops) twenty—four months
(in fish) six months
(in non-target aquatic orqani ns) six months
Dermal ‘Ibxicity six months
Inhalation ‘Ibxicity six months
90-day feeding (rodent, non-rodent) twelve months
thronic toxicity four years
Reproduction (2-generation) twenty-t months
thraiosanal aberration ten months
Other genotoxic effects (fl repair) ten months

Data R auired tinder a Data Call—in
Letter Sent October 1), 1984
Pzorox iJT ate
IX1c? Date
Photodegradation (water, soil)
Metaboli n sttxhes in lab
Mobility studies - leaching and absorption/desorotion
Dissipation studies in field (soil, water)
Octanol/water partition coefficient
Water Solubilitv
Vapor Pressure
August 1, l98
August 1, 1985
P ve nber 1, 1987
August 1, 1985
? Dvether 1, 1987
August 1, 1985
? v nber 1, 1988
January 1, 1987
August 1, 1985
August 1, 1985
6. Contact person at EPA : bert Taylor, U.S. Envirom ental Protection Piency,
TS—767—C, 401 M Street .J, Washington, DC 20460
(703) 557—l( 50
DISCLAIMER: The information oresented in this th nica1 Information Fact Sheet
is for informational purposes only and may not be used to fulfill data
requir nents for pesticide reaistration and rerecistration.