Document ID: EPA-HQ-OPP-2007-0513-0006
Agency: epa
Document Type: Supporting & Related Material
Title: 
Posted Date: 2008-05-07T04:00Z

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, D.C. 20460

 OFFICE OF

                                                                        
                                    PREVENTION, PESTICIDES AND 

         TOXIC SUBSTANCES

October 17, 2007

MEMORANDUM

SUBJECT:	Product Chemistry Chapter for the Triclosan Reregistration
Eligibility Decision (RED) Document

	DP Barcode: 335401		Reregistration Case No.:  2340

FROM:	Srinivas Gowda, Microbiologist/Chemist

Risk Assessment and Science Support Branch (RASSB)

Antimicrobials Division (7510P)

TO:			Mark Hartman, Branch Chief

Diane Isbell, Team Leader

Heather Garvie, Chemical Review Manager

Regulatory Management Branch II

Antimicrobials Division (7510P)

Timothy McMahon, Risk Assessor

THRU:	Siroos Mostaghimi, Team Leader, Team one

Risk Assessment and Science Support Branch (RASSB)

Antimicrobials Division (7510P)

Norman Cook, Branch Chief

Risk Assessment and Science Support Branch (RASSB)

Antimicrobials Division (7510P)

Chemical Name				PC Code     CAS#	     Common Name

5-Chloro-2-(2,4-dichlorophenoxy)phenol	54901	        3380-34-5   
Triclosan

  

Attached is the Product Chemistry Chapter for the Triclosan RED
Document.

TRICLOSAN

REREGISTRATION ELIGIBILITY DECISION

PRODUCT CHEMISTY CHAPTER

PC Code:  54901; Case No. 2340

REGULATORY HISTORY

5-Chloro-2-(2,4-dichlorophenoxy)phenol (Triclosan) was first registered
with the EPA on June 19, 1969.  Presently, there are 20 active products,
no inert products, and 4 pending products under PC Code 054901, which
are listed in Table 1 under Appendix.  This chemical is a diphenyl ether
derivative primarily used in cosmetics, toilet soaps, and antiseptics. 
It is also used as a bacteriostat and fungistat in plastics, polymers,
textile and implantable medical devices to give these materials
"antibacterial properties."

CHEMICAL IDENTIFICATION

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"Triclosan"    INCLUDEPICTURE
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				Figure 1.  Molecular Structure of Triclosan

Common Name:		Triclosan

Chemical Name:		5-Chloro-2-(2,4-dichlorophenoxy)phenol

Other Name(s):		2,4,4’-Trichloro-2’-hydroxydiphenyl ether

				Phenol, 5-chloro-2-(2,4-dichlorophenoxy)-

				5-Chloro-2-(2,4-dichlorophenoxy)phenol

				Irgasan DP-300R 

				Irgaguard B1000

				VIV-20

CAS Registry Number:	3380-34-5

OPP Chemical Code:	54901

Case Number:		2340

Empirical Formula:		C12H7Cl302

Molecular Weight:		289.541

Technical Grade

Manufacturers:		Ciba Specialty Chemicals Corp

				Harmet International/Vivimed Labs Limited

End Use

Manufacturers:	Aeris Technologies Ltd.

				Ciba Specialty Chemicals Corp.

				Huntsman International, LLC

				Microban Products Company

				Rohm and Haas Company

				Sanitized Inc.

				S.C. Johnson & Son Inc.

				Thomson Research Associates

				Troy Chemical Corp.

				Vikon Chemical Co.

				Vivimed Labs Limited

Percent Active Ingredient

In Technical Grade Product:	>99.0% (Ciba) and 99.9% (Harmet/Vivimed)

Formulation Types

Registered:			Technical Grade Active Ingredient:

	Technical Chemical

	

Manufacturing Product:

	Formulation Intermediate

End Use Products:

	Ready-to-Use

	Pelleted/Tableted

	Emulsifiable Concentrate

	Soluble Concentrate

	Impregnated Materials

Chemical Properties:	Triclosan is a white crystalline powder with a
faint odor and melting point of 56.5°C (133.7°F).  Triclosan is solid
and, therefore, has no boiling point.  Triclosan has a log Kow of 4.8 at
25oC and a low vapor pressure of 5.2E-6 mm Hg at 25˚C and 2.2E-6 mm Hg
at 20˚C.  Triclosan is soluble in water at 0.012 g/l (12 ppm) at 20˚C.
 Triclosan is readily soluble in alkaline solutions and many organic
solvents.  It has a bulk density of 1.55 x 103 kg/m3 at 22˚C.

PRODUCT CHEMISTRY DATA REQUIREMENTS FOR REREGISTRATION OF TRICLOSAN:

Product chemistry data requirements and results are summarized in Tables
2 and 3 under, “APPENDIX”.

FINDINGS/CONCLUSIONS:

All product chemistry data requirements have been fulfilled for the
active ingredient triclosan.  See Tables 2 and 3 under, “APPENDIX”. 
RASSB has no objections to the reregistration of triclosan with respect
to product chemistry data requirements.

APPENDIX:

Table 1.  Registered Active Products of Triclosan

EPA Reg. No.

	

Percent Active Ingredient	

Registrant

2829-139

	99%	     Rohm & Hass Company

2829-145

	10%	     Rohm & Hass Company

3090-165

	10%	     Sanitized Inc.

3090-215

	99%	     Sanitized Inc

3090-219

	7.5%	     Sanitized Inc.

4822-429

	0.06%	     S.C. Johnson & Son Inc.

 5383-127	99%	     Troy Chemical Corp.

6390-25

	2%	     Vikon Chemical Company, Inc.

10466-24

	1.6%	     Thomson Research Associates

10466-27

	3%	     Thomson Research Associates

10466-38

	99% 	     Thomson Research Associates

10466-42

	1%	     Thomson Research Associates

42182-1

	99% 	     Microban Products Company

70404-2

	99% 	     Ciba Specialty Chemicals Corporation

70404-5

	99%	     Ciba Specialty Chemicals Corporation

73951-1

	99.9%	     Vivimed Labs Limited

82523-1

	0.69%	     Aeris Technologies LTD

83884-7

	10%	     Huntsman International, LLC 

83884-9

	99%	     Huntsman International, LLC 

83884-10

	99%	     Huntsman International, LLC 

Table 2: Manufacturing and Impurity Data for Triclosan

Product Identity, Composition, and Analysis

Old Guideline No.	New Guideline No.	Requirement	Use Pattern2	MRID
Status1	Details or Deficiency

61-1	830.1550	Product identity and composition	3,4,7	42027901

45358501	A	Refer to Chemical Identification on page 2

61-2a	830.1600	Description of materials used to produce the product
3,4,7	42027901

45358502

	A	CBI

61-2a	830.1620	Description of production process	3,4,7	42027901

45358502

45487201	A	CBI

61-2a	830.1650	Description of formulation process	3,4,7	42027901

45358502

45487201	A	CBI

61-2b	830.1670	Discussion of formation of impurities	3,4,7	42027901

42027902

43277802

45358503

45358504	A	CBI

62-1	830.1700	Preliminary analysis	3,4,7	42027902

45358504	A	CBI

62-2	830.1750	Certified limits	3,4,7	42027901

43277802

43533901

45358503

45358505	A	CBI

62-3	830.1800	Enforcement analytical method	3,4,7	42027902

45358506	A	Reverse Phase HPLC Method

Gas Chromatography

64-1	830.1900	Submittal of samples	3,4,7

N/A	

1A = Acceptable; N/A = Not Applicable.

2Use Pattern:

(3) Commercial, institutional and industrial premises and equipment

(4) Residential and public access premises

(7) Materials preservatives

Table 3: Physical and Chemical Properties for Triclosan

Old Guideline No.	New Guideline No.	Requirement	Use Pattern2	MRID
Status1	Results or Deficiency

63-2	830.6302	Color	3,4,7	42027902

45358502	A	White Crystals

63-3	830.6303	Physical state	3,4,7	42027902

56.5˚C

63-6	830.7220	Boiling Point	3,4,7

N/A

	63-7	830.7300	Density, Bulk Density, or Specific Gravity	3,4,7	42027904
A	1.55 x 103 kg/m3 at 22˚C

63-8	830.7840	Water solubility: column elusion method; shake flask
method.

Fat Solubility:	3,4,7	42027904	A

A	0.012 g/l at 20˚C

> 65g/100g fat at 37°C

63-8	830-xxxx	Solubility in organic solvents 	3,4,7

N/A	Readily soluble 

(Source: TOXNET)

63-9	830.7950	Vapor Pressure	3,4,7	42027904	A	5.2E-6 mm Hg at 25˚C

2.2E-6 mm Hg at 20˚C

63-10	830.7370	Dissociation constants in water	3,4,7	42027904	A 
pKa=8.14 at 20°C

63-11	830.7550	Partition coefficient          (n-octanol / water), shake
flask method.	3,4,7	42027902

42027904	A	Log Po/w = 4.8 at 25˚C

63-12	830.7000	pH	3,4,7

N/A

	63-13	830.6313	Stability to normal and elevated temperatures. 

Stability to metals

Stability to metal ions	3,4,7	42027902

43022601

43277801

	A

A

A	No thermal effect.

Stable when exposed to Metals.

Triclosan exposed to zinc and zinc ions showed the same decrease in %
a.i. as control.

Triclosan exposed to iron ions showed a greater decrease in % a.i. than
the control.

63-17	830.6317	Storage stability	3,4,7	45358502

No deterioration after 12 months storage

1 A = Acceptable; N/A = Not applicable.

2Use Pattern:

(3) Commercial, institutional and industrial premises and equipment

(4) Residential and public access premises

(7) Materials preservatives

BIBLIOGRAPHY

  MRID  				           Citation                       			

42027901	LoMenzo, J. (1991) Irgasan DP 300: Product Identity and
Composition. Unpublished study prepared by Ciba-Geigy Corp.

42027902	Basingthwaite, J. (1983) Irgasan DP 300: Batch Analysis and
Analytical Methodology. Unpublished study prepared by Ciba-Geigy Ag.

42027904	Vogel, A. (1990) Irgasan 300 DP: Report on Melting
Point/Melting Range. Unpublished study prepared by Ciba-Geigy Ltd.

43022601	Morrissey, M. (1993) Stability Determination of Irgasan DP 300
in the Presence of Metal: Final Report: Lab Project Number: HWI
6117-246. Unpublished study prepared by Hazleton Wisconsin, Inc.

43277801	Morrissey, M. (1994) Stability Determination of Irgasan DP300
Exposed to Metal Ions: Final Report: Lab Project Number: HWI 6117-261.
Unpublished study prepared by Hazleton Wisconsin, Inc.

43277802	Schatowitz, B. (1990) Additional Data Required by the US EPA
for the Results of the Analysis of Irgasan DP300 for Dioxins/Furans: Lab
Project Number: 102290. Unpublished study prepared by Ciba-Geigy Ltd.

43533901	Schatowitz, B. (1995) Additional Data Required by the U.S. EPA
for the Product Analysis of Irgasan DP 300: Lab Project Number: 11995.
Unpublished study prepared by Ciba Research Services.

45358501	Harvey, W. (2001) Product Identity and Composition: Triclosan.
Unpublished study prepared by Vivimed Labs LTD. 3 p. {OPPTS 830.1550}

45358502 	Harvey, W. (2001) Description of Production Process:
Triclosan. Unpublished study prepared by Vivimed Labs LTD. 64 p. {OPPTS
830.1620}

45358503	Harvey, W. (2001) Discussion of Formation of Impurities:
Triclosan. Unpublished study prepared by Vivimed Labs LTD. 18 p. {OPPTS
830.1670}

45358504 	Harvey, W. (2001) Preliminary Analysis: Triclosan. Unpublished
study prepared by Vivimed Labs LTD. 19 p. {OPPTS 830.1700}

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BIBLIOGRAPHY

  MRID  				           Citation                       			

45358506 	Harvey, W. (2001) Enforcement Analytic Method: Triclosan.
Unpublished study prepared by Vivimed Labs LTD. 5 p. {OPPTS 830.1800}

45472801 	Harvey, W. (2001) Summary of Physical/Chemical Properties:
Triclosan. Unpublished study prepared by Har-Met International, Inc. 4
p. 

Sign-off Date       :  10/17/07

DP Barcode No.   :  D33540l

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