Captafol

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Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Captafol

中文通用名

敵菌丹

IUPAC

N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide
or
3a,4,7,7a-tetrahydro-N-(1,1,2,2-tetrachloroethanesulfenyl)phthalimide

CAS

3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione

CAS No.

2425-06-1

Molecular Formula

C₁₀H₉Cl₄NO₂S

Molecular Structure

General Product Information

Category

Fungicides > Dicarboximide fungicides

Activity

Fungicide

Physical & Safety Data

Physical Properties

Molecular weight:349.1; Physical form:Colourless to pale yellow crystals; (tech. is a light tan powder, with a characteristic odour). Composition:Tech. is × 95%. Melting point:160-161 °C; Vapour pressure: Negligible at room temperature; Partition coefficient(n-octanol and water):logP = 3.8; Solubility:In water 1.4 mg/l (20 °C). Slightly soluble in most organic solvents. In isopropanol 13, benzene 25, toluene 17, xylene 100, acetone 43, methyl ethyl ketone 44, dimethyl sulfoxide 170 (all in g/kg).; Stability:Slowly hydrolysed in aqueous emulsion or suspension. Rapidly hydrolysed in acidic and alkaline media. Decomposes slowly at the melting point. Only slightly soluble in organic solvents.

Toxicology

Oral:Acute oral LD₅₀ for rats 5000-6200 mg/kg. Percutaneous:Acute percutaneous LD₅₀ for rabbits >15 400 mg/kg. Corrosive to eyes; mild skin irritant (rabbits). May cause allergic skin reactions in some people. Inhalation:50 for male rats >0.72, female rats 0.87 mg/l (tech.). Dust may cause respiratory irritation. Phytotoxicity:Under certain conditions, grapes, apples, citrus fruit and roses may be injured.

Environmental Profile

Ecotoxicology: Bees:Not toxic to bees.Birds:Dietary LC₅₀ (10 d) for pheasants >23 070, mallard ducks >101 700 mg/kg diet.Daphnia:LC₅₀ (96 h) 3.34 ppm.Fish:LC₅₀(96 h) for rainbow trout 0.5, goldfish 3.0 mg/l , bluegill sunfish 0.15 mg/l.Other aquatic spp.:Moderately to very highly toxic to freshwater invertebrates. Environmental fate: Animals:In mammals, following oral administration, captafol is hydrolysed to tetrahydrophthalimide (THPI) and dichloroacetic acid. THPI is degraded to tetrahydrophthalimidic acid and further to phthalic acid and ammonia.Plant:In plants, metabolism is the same as in animals.
WATER SOLUBILITY: Practically insoluble

Transport Information

Signal Word:CAUTION; Hazard Class:Ia (Extremely hazardous)