CAPTAFOL

CAPTAFOL Properties

Melting point	160-161°
Boiling point	365.7±52.0 °C(Predicted)
Density	1.4682 (rough estimate)
vapor pressure	1.1 x 10^-6 Pa (20 °C)
refractive index	1.6000 (estimate)
Flash point	>100 °C
storage temp.	0-6°C
solubility	Chloroform (Sparingly), Dichloromethane (Very Slightly), Methanol (Slightly)
form	Solid
pka	-2.67±0.20(Predicted)
Water Solubility	1.4 mg l^-1 (20 °C)
color	White to Off-White
Merck	13,1777
IARC	2A (Vol. 53) 1991
EPA Substance Registry System	Captafol (2425-06-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS08,GHS09
Signal word	Danger
Hazard statements	H317-H350-H410
Precautionary statements	P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P273-P391-P501
Hazard Codes	T,N
Risk Statements	45-43-50/53
Safety Statements	53-45-60-61
RIDADR	UN3077 9/PG 3
OEB	D
OEL	TWA: 0.1 mg/m3 [skin]
RTECS	GW4900000
HS Code	29305000
Toxicity	LD50 in rats, rabbits (mg/kg): 2500-6200 orally; 15400 dermally (Ben-Dyke)

CAPTAFOL Chemical Properties,Uses,Production

Chemical Properties

Captafol is a white crystalline solid.

Uses

Captafol is used to control a wide range of fungal diseases on many crops.

Definition

ChEBI: A dicarboximide that captan in which the trichloromethyl group is replaced by a 1,1,2,2-tetrachloroethyl group. A broad-spectrum fungicide used to control diseases in fruit and potatoes, it is no longer approved for use in the European Community.

General Description

White crystalline solid with a slight, but pungent odor. Mp: 162°C. Practically insoluble in water. 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.

Reactivity Profile

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. Incompatible with acids, acid chlorides, acid anhydrides, and strong oxidizing agents. Sulfhydryl compounds such as glutathione and cysteine cause a rapid chemical decomposition.

Hazard

Absorbed by skin. Probable carcinogen.

Agricultural Uses

Fungicide: Captafol is a General Use Pesticide and used for the control of practically all forms of fungal diseases except powdery mildew. It is also used as a seed protectorant on cotton, rice and peanut crops. Not registered for use in the U.S. or in EU countries. There are 20 global suppliers.

Trade name

CAPTATOL®; CAPTOFOL®; CRISFOLATAN®; DIFOLATAN®[C]; DIFOCAP®[C]; DIFOSAN®; FOLCID®; HAIPEN®; KENOFOL®; MERPAFOL®; ORTHO® 5865[C]; PILLARTAN®; SANSEAL®; SANSPOR®; SANTAR-SM®; SULFONIMIDE®; SULPHEIMIDE®

Contact allergens

Captafol is a pesticide, belonging to thiophthalimide group. Occupational contact dermatitis was reported in an agricultural worker who had multiple sensitizations

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-, NO,, and SOx

Potential Exposure

Captafol is a thiophthalimide fungicide. Those engaged in the manufacture, formulation, and application of this fungicide. Captafol is not currently registered for use on field crops or stored produce in the United States.

Carcinogenicity

Captafol is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals and supporting data on mechanisms of carcinogenesis.

Environmental Fate

The primary toxicity following captafol exposure probably occurs through a hypersensitivity mechanism. Most experiments suggest captafol to be DNA active.

Metabolic pathway

Captafol contains an unstable tetrachloroethylthio (sulfenyl) moiety that has been shown to undergo rapid hydrolytic and metabolic degradation to tetrahydrophthalimide (2). By analogy with captan, presumably the tetrachloroethylthio moiety can be transferred to the sulfur atoms of thiols such as cysteine and glutathone. Thus in the presence of thiols such as glutathione, captafol is probably cleaved at the N-S bond to form thiophosgene (3) and other gaseous products such as hydrogen sulfide, hydrogen chloride and carbonyl sulfide. Thiophosgene is rapidly hydrolysed by water. The tetrachloroethylthio group and thiophosgene are believed to be intermediates in the formation of thiazolidine-2- thione-6carboxylic acid (4) which is an addition product with cysteine. A thiazolidine derivative of glutathione is also formed (5). Biotransformation of captafol in mammals generates primarily thiophosgene (3) and tetrahydrophthalimide (2). Tetrahydrophthalimide (2) and various of its derivatives are excreted in the urine. There were no reports of 2-thiazolidinethione-4-carboxylic acid (4) in the urine.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN 2773 Phthalimide derivative pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Reacts violently with bases, causing fire and explosion hazard. Not compatible with strong acids or acid vapor, oxidizers. Strong alkaline conditions contribute to instability. Attacks some metals.

Waste Disposal

Hydrolysis.

CAPTAFOL Preparation Products And Raw materials

Raw materials

Preparation Products

CAPTAFOL Suppliers

Global( 54)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	China	39916	58	Inquiry
Hebei Guanlang Biotechnology Co., Ltd.	+8619930503259	China	18424	58	Inquiry
SUZHOU SENFEIDA CHEMICAL CO.,LTD	+86-0512-83500002 +8615195660023	China	23053	58	Inquiry
LGC Standards	+44 (0)20 8943 8480	United Kingdom	6495	0	Inquiry
Shaanxi Didu New Materials Co. Ltd	+86-89586680 +86-13289823923	China	8673	58	Inquiry
Nanjing Sunlida Biological Technology Co., Ltd.	025-57798810	China	3239	55	Inquiry
Nantong Zhonghe Chemical New Materials Co., Ltd	13003551299 13003551299	China	7567	58	Inquiry
ShangHai Anpel Co, Ltd.	18501792038; 18501792038	China	9614	58	Inquiry
United States Biological	800.520.3011 or 781.639.5092	United States	6256	80	Inquiry

Supplier	Advantage
CLEARSYNTH LABS LTD.	58
Chongqing Chemdad Co., Ltd	58
Hebei Guanlang Biotechnology Co., Ltd.	58
SUZHOU SENFEIDA CHEMICAL CO.,LTD	58
LGC Standards	0
Shaanxi Didu New Materials Co. Ltd	58
Nanjing Sunlida Biological Technology Co., Ltd.	55
Nantong Zhonghe Chemical New Materials Co., Ltd	58
ShangHai Anpel Co, Ltd.	58
United States Biological	80

CAPTAFOL Spectrum

CAPTAFOL(2425-06-1)MS CAPTAFOL(2425-06-1)¹HNMR CAPTAFOL(2425-06-1)¹³CNMR CAPTAFOL(2425-06-1)IR1 CAPTAFOL(2425-06-1)IR2

2425-06-1(CAPTAFOL)Related Search:

Folpet Captan Carbendazim Carbofuran Ethoprophos

Clotrimazole CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE 1,1,2,2-Tetrachloroethane 2-Pyrrolidinone,4-methyl- CAPTAFOL

3-METHYL-2-PYRROLIDINONE 3-Cyclohexene-1-carboxaldehyde Cyclohex-3-ene-1-carboxamide CHLORDANE Tetrahydrophthalimide

CHLORDAN TECHNICAL MIXTURE PESTANAL 3-ETHYLPYRROLIDINE Captafol, cis-,cis-captafol

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(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 3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione 2-(1,1,2,2-tetrachloroethylthio)-3a,4,7,7a-tetrahydroisoindole-1,3-quinone 3a,4,7,7a-tetrahydro-n-(1,1,2,2,-tetrachloroethanesulphenyl)phthalimide 3a,4,7,7a-tetrahydro-n-(1,1,2,2-tetrachloroethanesulphenyl)phthalimide 4-Cyclohexene-1,2-dicarboximide, N-[(1,1,2,2-tetrachloroethyl)thio]- 4-cyclohexene-1,2-dicarboximide,N-[(1,1,2,2-tetrachloroethyl)thio]- alfloc7020 alfloc7046 arborseal captaspor Captatol Captofol cis-n-((1,1,2,2-tetrachloroethyl)thio)-4-cyclohexene-1,2-dicarboximide Cs 5623 cs5623 Difolatan 4f1 difolatan4f difolatan4f1 difolatan80w difolatanbow Difosan Folcid haipen haipen50 kenofol Merpafol mycodifol N-((1,1,2,2-Tetrachloroethyl)sulfenyl)-cis-4-cyclohexene-1,2-dicarboximide n-((1,1,2,2-tetrachloroethyl)thio)-4-cyclohexene-2-dicarboximide N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacarboximid N-(1,1,2,2-Tetrachloraethylthio)-tetrahydrophthalamid n-(1,1,2,2-tetrachloroethylmercapto)-4-cyclohexene-1,2-dicarboximide n-(1,1,2,2-tetrachloroethylsulfenyl)-cis-4-cyclohexene-1,2-dicarboximide n-(1,1,2,2-tetrachloroethylthio)-delta4-tetrahydrophthalimide N-(1,1,2,2-tetrachloroethylthio)-δ4-tetrahydrophthalimide N-(Tetrachloroethylthio)tetrahydrophthalimide N-1,1,2,2-Tetrachloroethylmercapto-4-cyclohexene-1,2-carboximide nalco7046 Ortho 5,865 Ortho 5865 ortho5865 ortho-5865 orthodifolatan4flowable orthodifolatan80w pillartan proxelef Sanspor santarsm sulfenimide