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Captan

CAS No.
133-06-2
Chemical Name:
Captan
Synonyms
Captex;Captane;CAPTAIN;sr406;Kaptan;MERPAN;CAPTAF;CAPTAN;Capran;Ugecap
CBNumber:
CB4367608
Molecular Formula:
C9H8Cl3NO2S
Molecular Weight:
300.59
MDL Number:
MFCD00041811
MOL File:
133-06-2.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

Captan Properties

Melting point 178°C
Boiling point 314.2°C (rough estimate)
Density 1.74
vapor pressure 1.0 x 10-5 Pa (25 °C)
refractive index 1.6360 (estimate)
Flash point 2 °C
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform: Slightly Soluble,Methanol: Slightly Soluble
form Amorphous Powder
Water Solubility 3.3 mg l-1 (25 °C)
pka -2.68±0.20(Predicted)
color White, beige
Merck 14,1772
BRN 234872
Exposure limits ACGIH TLV: TWA 5 mg/m3.
Stability Stable. Incompatible with strong bases, strong oxidizing agents.
LogP 2.57 at 25℃
CAS DataBase Reference 133-06-2(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances CAPTAN
FDA 21 CFR 310.545
EWG's Food Scores 7-10
FDA UNII EOL5G26Q9F
Proposition 65 List Captan
NIST Chemistry Reference Captan(133-06-2)
IARC 3 (Vol. 30, Sup 7) 1987
EPA Substance Registry System Captan (133-06-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H317-H318-H331-H351-H400
Precautionary statements  P201-P273-P280-P304+P340+P311-P305+P351+P338+P310-P308+P313
Hazard Codes  T;N,N,T,Xn,F
Risk Statements  23-40-41-43-50-36-20/21/22-11
Safety Statements  26-29-36/37/39-45-61-36/37-16
RIDADR  UN 3077/9099
OEB B
OEL TWA: 5 mg/m3
WGK Germany  2
RTECS  GW5075000
HazardClass  6.1
PackingGroup  III
HS Code  29309090
Hazardous Substances Data 133-06-2(Hazardous Substances Data)
Toxicity LD50 orally in rats: 9000 mg/kg (Bridges)
NFPA 704
0
4 0

Captan price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 32054 Captan PESTANAL 133-06-2 250mg $41.4 2024-03-01 Buy
TCI Chemical C2059 Captan 133-06-2 5G $112 2024-03-01 Buy
TCI Chemical C2059 Captan 133-06-2 25G $294 2024-03-01 Buy
Cayman Chemical 24138 Captan 133-06-2 50mg $32 2024-03-01 Buy
Cayman Chemical 24138 Captan 133-06-2 100mg $61 2024-03-01 Buy
Product number Packaging Price Buy
32054 250mg $41.4 Buy
C2059 5G $112 Buy
C2059 25G $294 Buy
24138 50mg $32 Buy
24138 100mg $61 Buy

Captan Chemical Properties,Uses,Production

Description

Captane is a pesticide belonging to the thiophtalimide group, mainly affecting agricultural workers. As a sensitizer and photosensitizer, it can induce contact urticaria. Its is used as a fungicide and a bacteriostatic agent in cosmetics and toiletries, particularily in shampoos. Cases of contact dermatitis were reoprted in painters, polishers and varnishers.

Chemical Properties

Captan, when pure, is a colorless crystalline solid. The technical grade is a cream to yellow powder with a strong odor. It is commonly dissolved in a “carrier” which may be combustible.

Uses

Fungicide; bacteriostat in soap.

Uses

Fungicide used to control diseases on many fruit, ornamental and vegetable crops. Bacteriostat in soaps.

Uses

Fungicide, often added to pesticide mixtures used to control diseases among fruits, vegetables.

Uses

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

Definition

ChEBI: A dicarboximide that is 3a,4,7,7a-tetrahydrophthalimide in which the hydrogen attached to the nitrogen is replaced by a trichloromethyl group. A non-systemic fungicide introduced in the 1950s, it is widely used for the control of fungal diseases in fruits, vegetables, and ornamental crops.

General Description

Captan is a white solid dissolved in a liquid carrier. Captan is a water emulsifiable liquid. Captan can cause illness by inhalation, skin absorption and/or ingestion. The primary hazard of Captan is that Captan poses a threat to the environment. In case of release immediate steps should be taken to limit its spread to the environment. Since Captan is a liquid Captan can easily penetrate the soil to contaminate groundwater. Captan is used as a fungicide.

Air & Water Reactions

Slowly hydrolyzed in aqueous neutral and acidic media. Rapidly hydrolyzed in alkaline media. Insoluble in water.

Reactivity Profile

Captan decomposes at or near the melting point. Captan is incompatible with strong alkaline and oxidizing materials, sulfur and (sulfur + moisture).

Hazard

A questionable carcinogen. A skin irritant. Avoid inhalation of dust or spray mist. Avoid con- tamination of feed and foodstuffs.

Health Hazard

Vapor irritates eyes. Ingestion causes depression, lachrymation, labored respiration, diarrhea.

Fire Hazard

Special Hazards of Combustion Products: Irritating and toxic gases are produced in a fire; they may include sulfur dioxide, hydrogen chloride, phosgene, and oxides of nitrogen.

Flammability and Explosibility

Not classified

Agricultural Uses

Fungicide: Most uses of captan on food crops in the United States have been canceled since 1989. It is still used in apple production, almonds and strawberries. It is often applied to packing and shipping boxes for fruits and vegetables. Captan is rapidly degraded in natural soil by chemical as well as biologic means (estimated half-life, days to weeks). It is also used as a preservative for awnings, draperies and leather, as a root dip and seed treatment. It is also added to paints, wallpaper paste, plastic and leather goods. There are over 320 federally registered pesticide products that contain captan.

Trade name

AACAPTAN®; AGROSOL S®[C]; AGROX® 2-WAY and 3-WAY[C]; AMERCIDE®; APRON®[C]; BEISTERGARD®; BANGTON®; BEAN SEED PROTECTANT®; CAPTANCAPTENEET® 26,538; CAPTAF®; CAPTAF®; CAPTAN® 50 W; CAPTAN SC®; CAPTEX®; CRIPTAN®; ESSO® FUNGICIDE 406; FLIT® 406; FUNGUS BAN® TYPE II; FUNGICIDE 406®; GLYODEX® 37-22; GRANOX PFM®; GUSTAFSON CAPTAN 30-DD; HEXACAP®; ISOTOX SEED TREATER® “D” and “F”; KAPTAN®; MALIPUR®; MERPAN®; MICRO-CHECK® 12; MIOSTAT®; NERACID®; ORTHOCIDE®; OSOCIDE®; POTATO SEED PIECE PROTECTANT®; SR 406®; STAUFFER CAPTAN®; TRIMEGOL®; VANICIDE®; VANICIDE® P-75; VANICIDE® 89; VANICIDE® 89RE; VANGARD® K; VANGUARD® K; VONDCAPTAN®

Contact allergens

A pesticide, belonging to the thiophthalimide group, mainly affects agricultural workers. Being sensitizer and photosensitizer, it can induce contact urticaria. It is used as a fungicide and a bacteriostatic agent in cosmetics and toiletries, particularly in shampoos. Cases of contact dermatitis were reported in painters, polishers, and varnishers

Safety Profile

Poison by intraperitoneal route. Moderately toxic to humans by ingestion. Moderately toxic experimentally by ingestion and inhalation routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic and neoplastigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of Cl-, SOx, and NOx.

Potential Exposure

Captan is a thiophthalimide compound used as an agricultural fungicide for field crops and storage of produce and also as a preservative in cosmetics; an overthe-counter-drug.

First aid

f this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek med?ical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. If556 Captanthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

Environmental Fate

Biological. In water, captan reacted with the fungicide L-cysteine forming a compound with an absorption maximum of 272 μm which was identified as 2-thiazolidinethione-4- carboxylic acid. In addition, tetrahydrophthalimide also formed (Lukens and Sisler, 1958).
Soil. The half-lives of captan in soil ranged from 3.5 days (pH 6.4, moisture content 17.5%) to >50 days (pH 6.2, moisture content 1.6%) (Burchfield, 1959). The half-lives of captan in a sandy loam, clay loam and an organic amended soil under non-sterile conditions were 10–354, 3.4–587 and 7.0–213 days, respectively, while under sterile conditions the half-lives were 9.4–373, 2.8–303 and 4.3–191 days, respectively (Schoen and Winterlin, 1987).
Chemical/Physical. Captan undergoes hydrolysis under neutral or alkaline conditions yielding 4-cyclohexene-1,2-dicarboximide, carbon dioxide, hydrogen chloride and sulfur (Wolfe et al., 1976a). The estimated hydrolysis half-life of captan in a phosphate buffer solution at pH 7.07 and 28–29°C is 2.96 hours. Between the pH range 2 to 6, the estimated hydrolysis half-life is 10.70 hours (Wolfe et al., 1976a). Worthing and Hance (1991)reported hydrolysis half-lives of 8.3–32.4 hours and <2 minutes at pH values 7 and 10, respectively.
Decomposes at or near the melting point (Hartley and Kidd, 1987).

Metabolic pathway

Captan contains an unstable trichloromethylthio (sulfenyl) moiety that has been shown to undergo rapid hydrolytic and metabolic degradation to tetrahydrophthalimide (2).
Studies of the decomposition of [35S]captanw ith conidia of Neurospora crassa (Richmond and Somers, 1968) showed that the trichloromethythio moiety can be transferred to the sulfur atoms of thiols such as cysteine and glutathione (Richmond and Somers, 1966). Thus, in the presence of thiols such as glutathione, captan is cleaved at the N-S bond to form thiophosgene (3) and other gaseous products such as hydrogen sulfide, hydrogen chloride and carbonyl sulfide (see Scheme 2). Thiophosgene is rapidly hydrolysed by water. The trichlormethythio group and thiophosgene are believed to be intermediates in the formation of thiazolidine-2- thione-4-carboxylic acid (4) which is an addition product with cysteine. A thiazolidine derivative of glutathione is also formed (5). Biotransformation of captan in mammals generates primarily thiophosgene (3) and tetrahydrophthalimide (2). Tetrahydrophthalimide (2) and various of its hydroxylated derivatives are excreted in the urine. The thiophosgeneglutathione adduct (5) subsequently degrades and is eventually excreted in the urine as 2-thiazolidinethione-4-carboxylic acid (4).

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with captanyou should be trained on its proper handling and storage.Store in tightly closed containers in a cool, well-ventilatedarea away from water, heat, and incompatible materials.Metal containers involving the transfer of this chemicalshould be grounded and bonded. Where possible, automatically pump liquid from drums or other storage containers toprocess containers. Drums must be equipped with selfclosing valves, pressure vacuum bungs, and flame arresters.Use only nonsparking tools and equipment, especially whenopening and closing containers of this chemical. Sources ofignition, such as smoking and open flames, are prohibitedwhere this chemical is used, handled, or stored in a mannerthat could create a potential fire or explosion hazard. A regulated, marked area should be established where this chemical is handled, used, or stored in compliance with OSHAStandard 1910.1045.

Shipping

UN2773 Phthalimide derivative pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Toxicity evaluation

The half-life of captan is 1–10 days in a soil environment, and hours to days in water depending on acidities and temperatures. Captan is not mobile in soil but can significantly evaporate from the soil surface. It is quickly degraded in neutral water.

Incompatibilities

Incompatible with tetraethyl pyrophosphate, parathion. Keep away from strong alkaline materials(e.g., hydrated lime) as captan may become unstable. May react with water releasing hydrogen chloride gas. Corrosive to metals in the presence of moisture.

Waste Disposal

Captan decomposes fairly readily in alkaline media (pH >8). It is hydrolytically stable at neutral or acid pH but decomposes when heated alone at its freezing/melting point. Alkaline hydrolysis is recommended

Global( 226)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8810 58
Qingdao Trust Agri Chemical Co.,Ltd
+8613573296305 aroma@qdtrustagri.com China 301 58
Hebei Fengjia New Material Co., Ltd
+86-0311-87836622 +86-17333973358 sales06@hbduling.cn China 8051 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29880 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5906 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12835 58

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View Lastest Price from Captan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
captan  pictures 2024-11-26 captan
133-06-2
US $0.00 / kg 1kg 98 1000 qingdao trust agri chemical co.,ltd
Captan pictures 2024-11-22 Captan
133-06-2
US $1.00 / kg 1kg 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Captan pictures 2024-11-12 Captan
133-06-2
US $44.00-30.00 / mg 99.93% 10g TargetMol Chemicals Inc.
  • captan  pictures
  • captan
    133-06-2
  • US $0.00 / kg
  • 98
  • qingdao trust agri chemical co.,ltd
  • Captan pictures
  • Captan
    133-06-2
  • US $1.00 / kg
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • Captan pictures
  • Captan
    133-06-2
  • US $44.00-30.00 / mg
  • 99.93%
  • TargetMol Chemicals Inc.
isotoxseedtreater"f"[qr] Kaptan kaptan[qr] Le captane lecaptane lecaptane(french)[qr] Malipur malipur[qr] merpan[qr] Micro-check 12 micro-check12 micro-check12[qr] N-((Trichloromethyl)mercapto)-4-cyclohexene-1,2-dicarboximide N-((Trichloromethyl)mercapto)-delta4-tetrahydrophthalimide N-((Trichloromethyl)thio)-cis-delta4-cyclohexene-1,2-dicarboximide n-((trichloromethyl)thio)tetrahydrophthalimide n-((trichloromethyl)thio)tetrahydrophthalimide[qr] N-(Trichlor-methylthio)-phthalimid n-(trichlor-methylthio)-phthalimid[qr] n-(trichloromethyl)thio-4-cyclohexene-2-dicarboximide n-(trichloromethylmercapto)-delta(sup4)-tetrahydrophthalimide n-(trichloromethylmercapto)-delta(sup4)-tetrahydrophthalimide[qr] N-(Trichloromethylthio)-4-cyclohexene-1,2-dicaboximide N-[(Trichloromethyl)thio]-DELTA4-tetrahydrophthalimide N-[(Trichloromethyl)thio]tetrahydrophthalimide N-[(trichloromethyl)thio]-δ4-tetrahydrophthalimide NCI-C00077 nci-c00077[qr] Neracid neracid[qr] n-trichloromethylmercapto-4-cyclohexene-1,2-dicarboximide n-trichloromethylmercapto-4-cyclohexene-1,2-dicarboximide[qr] N-Trichloromethylthio-3a,4,7,7a-tetrahydrophthalimide n-trichloromethylthio-3a,4,7,7a-tetrahydrophthalimide[qr] N-Trichloromethyl-thio-3a,4,7,7a-tetrahydropthalimide n-trichloromethylthio-cis-delta(sup4)-cyclohexene-1,2-dicarboximide n-trichloromethylthiocyclohex-4-ene-1,2-dicarboximide[qr] AGRO-CAPTAN SR-406(R) PHYTOCAPE Orthocide ORTHOCIDE 406(R) N-(TRICHLOROMETHYLTHIO)-4-CYCLOHEXENE-1,2-DICARBOXIMIDE N-(TRICHLOROMETHYLTHIO)-CYCLOHEX-4-ENE-1,2-DICARBOXIMIDE 2-(Trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione CAPTAN SOLUTION 100 NG/MYL IN ACETONITRI LE, PESTANAL CAPTAN PESTANAL (1,2,3,6-TETRAHYDRO-N-(T CAPTAN, 1GM, NEAT CAPTAN SOLUTION cis-N-(Trichloromethylthio)-4-cyclohexene-1,2-dicarboximide captab (s.afr.) captan (iso,bsi,jmaf) CAPTAN90CONCENTRATE Captan (ISO) captan (ISO) 1,2,3,6-tetrahydro-N-(trichloromethylthio)phthalimide MERPAN 1,2,3,6-Tetrahydro-N-(trichloromethylthio)phthalimide 1,2,3,6-Tetrahydro-N-(trichloromethylthio)