Occurrence of lodo-Acid and lodo-THM Disinfection
By-Products in Chloraminated Drinking Water

Susan D. Richardson1, F, Gene Crumley1, J. Jackson Ellington1, John J. Evans1, Benjamin C. Blount2,
Lalith K. Silva2, Frederick L. Cardinal!2, Michael J. Plewa3 and Elizabeth D. Wagner3

1US EPA ORD/NERL/ERD, Athens, GA; 2CDC, Atlanta, GA; -University of Illinois, Urbana, IL

Introduction

Why are DBPs Important?

Concern over possible human health risk:

•	Some cause cancer in laboratory animals

•	Epi studies show increased risk of cancer (primarily
bladder cancer)

•	Recent concerns about possible reproductive &
developmental effects (from epi and lab studies)

DBPs Regulated by the U.S. EPA

DBP	MCL (pg/L)

Total THMs	80

5 Haloacetic acids 60
Bromate	10

Chlorite	1000

But more than 600 DBPs have been identified. Are the
unregulated DBPs responsible for human health effects?

New iodo-Acid DBPs

Bromoiodoacetic ac

w
/ \

i „

,C—OH

='\ y

~ V

ch3

(Z>3-Brom o-3-iodopropenoic acid (,e>3-Bromo-3-iodopropenoic acid (,e>2-lodo-3-mettiylCiutenedioic ac

•	Initially found in drinking water treated with chloramines
(2001 and 2003)

•	Standards synthesized and confirmed identifications

iodo-DBPs Maximized with Chloramines

Chlorine:

fast	fast	fast

HOL

I +HOCI

NOM

N0"^'

m

s* IWt,

iodate
Sink for iodide

CI-DBPs	i°do -DBPs

HOCI also competes foroy	NOM\

CI-DBPs	| iodo-DBPs]

* io3

iodate

Genomic DNA Damage - Comparison of
IAA, BAA, and CAA

am uM

Plewa et al., Environ. Sci. Technol. 2004, 38,4713.
IAA also causes developmental effects in mouse embryos (Hunter et al.,

Mammalian Cell Genotoxicity of lodo-Acids



Experimental Design

lodo-Acid Occurrence Study

•	Focus on Chloramination plants

•	May 2005: 5 Plants

•	Fall-Winter 2005: 21 Plants

•	Hope to gain information on occurrence, concentrations,
and how the length of free Cl2 contact time (prior to NH3
addition) affects their formation

•	CDC measured iodo-THMs in Fall-Winter 2005 sampling

Methods

lodo-Acid Method (May 2005)

•	Initial method (similar to EPA method 552.3, May 2005):
1 L water, acidify, LLE with TAME, H2S04/Me0H
derivatization; GC/NCI-MS (SIM m/z 127)

•	Revised method - FallAA/inter 2005 samplings

Revised iodo-Acid Method (Fali/Winter 2005)

•	Salting out with NaS04, Ethyl Acetate extraction

•	Using diazomethane instead of H2S04/Me0H (less time
consuming for di-acid)

•	Still using GC/NCI-MS

•	Recoveries greatly improved

lodo-THM Method (CDC)

•	Solid phase microextraction

•	GC/HR-EI-MS with stable isotope dilution (deuterated
forms of each analyte)

Results











lodo-Acid Concentrations in Finished
Drinking Water, ppb, May 2005





DBP

Plant 1

Plant 2

Plant 3

Plant 4

PI ant 5





lodoacetic acid

1.7

1.7

0.42

0.24

0.37





Bromoiodoacetic acid

0.52

0.083

0.063

ND

0.066





(Z)-3-Bromo-3-iodopropenoic acid

0.077

ND

ND

ND

ND





(£)-3-Bromo-3-iodopropenoic acid

0.061

ND

ND

ND

ND





(E)-2-lodo-3-methylbutenedioic acid

0.36

ND

ND

ND

ND















Example of One Plant Sampled (Selected
Ion Monitoring of m/z 127)

m* ii

I ft
i 11



lodo-Acid Concentrations in Finished
Drinking Water, ppb, Fall-Winter 2005

Bromoiodoacetic acid

Plant Plant 2 Plant 11 Plant 13 Plant 15 Plant 17 Plant

* Based on extraction from a 1-L drinking water sample; values represent mean of 2
samples. Detection limits: 0.25-1.0 ppt (ng/L) detection in drinking water

lodo-THM Concentrations in Finished
Drinking Water, ppb, Fall-Winter 2005

DBP	Plant 1 Plant 2 Plant 11 Plant 13 Plant 15 Plant 17 Plant 1£

Bromochloroiodom ethane 6.6 1.6
Dichloroiodom ethane	2.1 3.5

Conclusions

•	IAA, BrIAA, iodomethylbutenedioic acid found at all 21
plants; highest concentration 1.7 ppb; most concentrations
sub-ppb

•	Z/E Bromoiodopropenoic acids found at 4 plants

•	Iodo-THMs found at all 21 plants; highest individual level
(bromochloroiodomethane) 10.2 ppb

•	Most iodo-acids genotoxic or cytotoxic to mammalian cells;
IAA more cytotoxic & genotoxic than other iodo-acids (and
regulated HAAs)

•	Iodo-THMs will be tested for toxicity soon

Disclaimer: Although this work was reviewed by EPA and approved for
presentation, it may not necessarily reflect official Agency policy. Mention
of trade names or commercial products does not constitute endorsement
or recommendation for use.

epascienceforum

Your Health • Your Environment • Your Future


-------