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| CAS No.: | 2425-06-1 |
|---|---|
| Name: | CAPTAFOL |
| Article Data: | 3 |
| Molecular Structure: | |
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| Formula: | C10H9 Cl4 N O2 S |
| Molecular Weight: | 349.065 |
| 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 |
| Density: | 1.64g/cm3 |
| Melting Point: | 160-161° |
| Boiling Point: | 365.7°C at 760 mmHg |
| Flash Point: | >100 °C |
| Solubility: | 1.4 mg l-1 (20 °C) |
| Hazard Symbols: | Absorbed by skin. TLV: 0.1 mg/m3; not classifiable as a human carcinogen. |
| Risk Codes: | 45-43-50/53 |
| 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. |
| PSA: | 62.68000 |
| LogP: | 3.45880 |
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Chemistry
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:
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.
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. |
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.
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.
Standards and Recommendations
OSHA PEL: TWA 0.1 mg/m3
ACGIH TLV: TWA 0.1 mg/m3; Not Classifiable as a Human Carcinogen
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.