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Captafol

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Name

Captafol

EINECS N/A
CAS No. 2425-06-1 Density 1.64g/cm3
PSA 62.68000 LogP 3.45880
Solubility 1.4 mg l-1 (20 °C) Melting Point 160-161°
Formula C10H9 Cl4 N O2 S Boiling Point 365.7°C at 760 mmHg
Molecular Weight 349.065 Flash Point >100 °C
Transport Information N/A Appearance N/A
Safety Confirmed carcinogen with experimental carcinogenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A fungicide. When heated to decomposition it emits very toxic fumes of Cl, NOx, and SOx. Risk Codes 45-43-50/53
Molecular Structure Molecular Structure of 2425-06-1 (CAPTAFOL) Hazard Symbols Absorbed by skin. TLV: 0.1 mg/m3; not classifiable as a human carcinogen.
Synonyms

4-Cyclohexene-1,2-dicarboximide,N-[(1,1,2,2-tetrachloroethyl)thio]- (7CI,8CI); Alfloc 7020; Alfloc 7046;Arborseal; CS 5623; Captafol; Difolatan; Difolatan 4F; Difolatan 4F1; Difolatan80W; Difolatan BOW; Folcid; Foltaf; Haipen 50; Merpafol;N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide;N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboxyimide;N-(1,1,2,2-Tetrachloroethylthio)-D4-tetrahydrophthalimide; N-(Tetrachloroethylthio)tetrahydrophthalimide;N-1,1,2,2-Tetrachloroethylmercapto-4-cyclohexene-1,2-dicarboximide; Nalco 7046;Ortho 5865; Proxel EF; Sanspor; Santar SM; Terrazol;Tetrachloroethylthiotetrahydrophthalimide

Article Data 3

Captafol Chemical Properties

Chemistry informtion about Captafol (CAS NO.2425-06-1) is:
IUPAC Name: 2-(1,1,2,2-Tetrachloroethylsulfanyl)-3a,4,7,7a-Tetrahydroisoindole-1,3-Dione
Synonyms: (Tetrachloroethylthio)Tetrahydrophthalimide ; 1,2,3,6-Tetrahydro-N-(1,1,2,2-Tetrachloroethylthio)Phthalimide ; 1h-Isoindole-1,3(2h)-Dione, 3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-Tetrachloroethyl)Thio]- ; 1h-Isoindole-1,3(2h)-Dione,3a,4,7,7a-Tetrahydro-2-((1,1,2,2-Tetrachloroethyl ; 1-H-Isoindole-1,3(2h)-Dione,3a,4,7,7a-Tetrahydro-2-((1,1,2,2-Tetrachloroethyl) ; 2-[(1,1,2,2-Tetrachloroethyl)Sulfanyl]-3a,4,7,7a-Tetrahydro-1h-Isoindole-1,3(2h)-Dione ; 3a,4,7,7a-Tetrahydro-2-((1,1,2,2-Tetrachloroethyl)Thio)-1h-Isoindole-1,3(2h)-D ; 3a,4,7,7a-Tetrahydro-2-(1,1,2,2-Tetrachloroethyl)Thio-1h-Isoindole-1,3(2h)-Dio
Product Categories: Alphabetic ; CA - CG ; Alpha sort ; C ; CA - CGPesticides ; CAlphabetic ; DicarboximidesMethod Specific ; Fungicides ; Oeko-Tex Standard 100 ; Pesticides ; Pesticides&Metabolites 
MF: C10H9Cl4NO2S
MW: 349.06
EINECS: 219-363-3 
Density: 1.64 g/cm3
Flash Point: 175 °C
Boiling Point: 365.7 °C at 760 mmHg
Vapour Pressure: 1.54E-05 mmHg at 25°C 
Enthalpy of Vaporization: 61.21 kJ/mol
Storage temp.: 0-6°C
Merck: 13,1777
Following is the molecular structure of Captafol (CAS NO.2425-06-1) is:

Captafol Uses

Captafol (CAS NO.2425-06-1) is used to control almost all fungal diseases of plants except powdery mildews. Although no longer sold in the United States, elsewhere it is used widely to control diseases on apples, citrus fruits, tomatoes, cranberries, potatoes, coffee, pineapples, peanuts, onion, stone fruits, cucumbers, blueberries, prunes, watermelons, sweet corn, wheat, barley, oilseed rape, leeks, strawberries, cotton, peanuts and rice.

Captafol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 3mg/kg (3mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 55, 1975.
rabbit LD50 skin 15400mg/kg (15400mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 oral 2500mg/kg (2500mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 unreported > 6gm/kg (6000mg/kg)   Residue Reviews. Vol. 36, Pg. 240, 1971.

Captafol Consensus Reports

IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 53 , 1991,p. 353.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 53 , 1991,p. 353.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human No Available Data IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 53 , 1991,p. 353.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.

Captafol Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A fungicide. When heated to decomposition it emits very toxic fumes of Cl, NOx, and SOx.

Captafol Standards and Recommendations

OSHA PEL: TWA 0.1 mg/m3
ACGIH TLV: TWA 0.1 mg/m3; Not Classifiable as a Human Carcinogen

Captafol Specification

Captafol (CAS NO.2425-06-1) is a white crystalline solid with a slight, but pungent odor. It practically insoluble in water and only slightly soluble in organic solvents. Technical Captafol is a wettable light tan powder that is used as a fungicide. Inhaled dust irritates the respiratory tract. Irritates skin and damages eyes. Acute oral toxicity in humans is low. Not persistent in the environment (decomposes with a half-life of 11 days in the soil). Highly toxic to fish and other aquatic organisms. Captafol is non-flammable but, on heating, may decompose to generate toxic fumes, such as sulfur oxides, hydrogen sulfide, hydrochloric acid, and phosgene. Stable at room temperature when dry but readily hydrolysed, especially in an alkaline environment. CAPTAFOL and mixtures containing high concentrations of  Captafol may react violently with alkali. It incompatible with acids, acid chlorides, acid anhydrides, and strong oxidizing agents. Sulfhydryl compounds such as glutathione and cysteine cause a rapid chemical decomposition.
International trade in Captafol is regulated by the Rotterdam Convention.

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