UNITED STATES ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, DC 20460

			OFFICE OF  PREVENTION, PESTICIDES,  AND TOXIC SUBSTANCES

 

Memorandum									02/28/08

Subject:	Amended Product Chemistry of Benzene,
1-((diiodomethyl)sulfonyl)-4-methyl or Diiodomethyl p-tolyl sulfone for
the Reregistration Eligibility Decision (RED). DP 348167

From:		A. Najm Shamim, Ph.D., Chemist

		Regulatory Management Branch II

		Antimicrobials Division (7510P)

To:		Bill Hazel, Risk Assessor for Diiodomethyl p-tolyl sulfone RED

		Risk Assessment and Science Support Branch 

		Antimicrobials Division (7510P)

		

		Jonathan Chen, Ph.D., Toxicologist for Diiodomethyl p-tolyl sulfone
RED

		Risk Assessment and Science Support Branch 

		Antimicrobials Division (7510P)

				And

		Kathryn Jakob,

		CRM for Diiodomethyl p-tolyl sulfone RED

		Regulatory Management Branch II

		Antimicrobials Division (7510P)

Thru:		Mark Hartman Chief

		Regulatory Management Branch II

		Antimicrobials Division (7510P)

PRODUCT CHEMISTRY OF DIIODOMETHYL P-TOYL SULFONE

CAS#:			20018-09-1

Chemical Name:	Benzene, 1-((diiodomethyl)sulfonyl)-4-methyl

Common Name: 	Diiodomethyl p-tolyl sulfone 

Chemical Formula:	C8H8 I2 O2S

Mol. Wt:		422.01

Molecular Structure:

 

Physical and Chemical Characteristics of Diiodomethyl p-tolyl sulfone

Color:			Tan

Physical State:		Solid /Powder Solid at room temperature1

Odor:			Not tested1

MP:			149-152 oC 1				

BP:			Decomposes before boiling.1,   

Density:	  		1.08 g/mL 1

Vapor Pressure:		5.2 x 10-8  mm Hg at 25 o C1

Solubility:			10 mg/L 1   at 25 o C   in deionized water 

Henry Law Constant:	 6.03x 10-7  atm-m3 /mole2

Persistence in Air:		 23.4 Hours2

Dissociation Constant:	 No data available

Log KOW :			 2.66 1,2 

pH:			 4.3 1  

Stability:			Stable at room temperature1  and stable at 54±2 o  C1 			
for two weeks 

Redox Potentials: 		Not oxidizing1

Flammability:		60 o C 1

17	     Explodability:		Not explosive 1

18.	      Miscibility:		Not determined

19	    Corrosion Characteristics: No data available

20	    Dielectric Breakdown Voltage: No data available.

21	    Log KOC :			2.3 

22	    UV-visible spectra: 	Two absorption peaks: 200 and 233-234 nm;
the 

spectra were run from 200-800 nm range

23.       Storage Stability:	AMICAL 48 is stable for 8 years at ambient
temperature, 

stable for 36 months at 30o C and for 6 months at 40 o C. See the
comments below

BIBLIOGRAPHY

1	MRID 47234004  Sudworth, J. (2007) Physical Chemical Determination for
BPD Dossier on AMICAL 48,  Intertek ASG; Submitted by The Dow Chemical
Company

2	MRID Not assigned.  Sinning, D, 2003:  Physical Chemical
Characteristics of AMICAL 48: Melting Point, Boiling Point, Water
Solubility and Vapor Pressure. Sponsor Labs: Case Labs;  Submitted by
the Dow Chemical Company

3.	 4590901 Gonsior, S et al., (2002):  Estimating Soil Adsoprtion
Coefficient Koc for Series of Biocides by HPLC Using OECD Method 121:
Submitted by Dow Chemical Company

4.	47234003 Lopez, A. (2007) Determination of UV-Visible  Absorption 
Characteristics of AMICAL 48 Antifungal Agent; Performing Labs: PTRL
West, Inc. Hercules, CA: 94547; Data were generated by OECD guidelines
101 Lab Study ID#: PTRL 1654W

AMICAL™ 48: Summary of Storage Stability Studies; Submitted by The Dow
Chemical Company.

6.           421772-02	Octanol/Water Partition Coefficient of AMICAL™
48, 1991, by Willard Laster; Performing Lab: ABC Laboratories, Inc., MO:
65205

7               472340-04	Physical-Chemical Determination for BPD
dossier on Amical 48 Antimicrobial by J. Sudworth, 2007; Performing
Labs: Intertek ASG, Blackely, Manchester, England: M9 8ZS.  The data
were generated based on OECD Guidelines; Study #: 1305291

8                 472340-03	Determination of UV-Visible Absorption
Characteristics 

of AMICAL 48 Antifungal Agent by Andrea Lopez, 2007; 

Performing Labs: PTRL West, Inc. Hercules, CA: 94547; 

Data were generated by OECD guidelines 101 Lab Study 

ID#: PTRL 1654W

9                  42054401	Quinn, L, 1991: AMICAL 48, Product
Chemistry. 

Submitted by ANGUS Chemical

10.                NO MRID #  	Sinning, D, 2003:  Physical Chemical
Characteristics of  

AMICAL 48: Melting Point, Boiling Point, Water 

Solubility and Vapor Pressure. Sponsor Labs: Case Labs;  

Submitted by the Dow Chemical Company

11                     4590901 	Gonsior, S et al., 2002:  Estimating
Soil Adsorption Coefficient Koc for Series of Biocides by HPLC Using
OECD Method 121: Submitted by Dow Chemical Company

The Dow Chemical Company in November 2007 provided the following
comments and information regarding the storage stability of Diiodomethyl
p-tolyl sulfone.

Registrants over a period of time (1982 through 1994) had asked various
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ANGUS Chemical Co. in 1990 reported: “AMICAL™ 48 and AMICAL 50 were
stored on laboratory shelf for eight years and an HPLC analysis after
eight years showed no significant breakdown for AMICAL™ 48 or AMICAL
50.”

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̀Abbott Laboratories in 1982 reported: “AMICAL™ 48 was added to
acidic water (no pH value is mentioned) and a titration method showed
that AMICAL48 is stable for 16 hours at 40 o C. AMCIAL™ 48 is used for
leather processing at 40 o C and acidic conditions in water. The acidity
in water was generated by adding dilute sulfuric acid and dilute formic
acid (Lab Project #: 35-208-62)

Thompson Research Associates in 1994 reported; “A DSC Isotherm method
was used to see find the stability at higher temperature. DSC isotherm
curve changes indicated that AMICAL™ 48 begin to breakdown at 192 o C
after ten minutes.”

Abbott Laboratories in 1988 reported: “ AMICAL™ 48 and other AMICAL
products were stable for 36 months at 30 o C  and  stable for 6 months
at 40 o C. the analysis was conducted by HPLC technique

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