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Folpet

CAS No.
133-07-3
Chemical Name:
Folpet
Synonyms
FOLPAN;n-((trichloromethyl)thio)-phthalimid;Folpel;folpe;Ftalan;Folpex;folnit;ENOFOL;FOLPET;FOLDAN
CBNumber:
CB7377839
Molecular Formula:
C9H4Cl3NO2S
Molecular Weight:
296.56
MDL Number:
MFCD00047303
MOL File:
133-07-3.mol
MSDS File:
SDS
Last updated:2024-04-22 14:31:47

Folpet Properties

Melting point 177-180°C
Boiling point 333.8±52.0 °C(Predicted)
Density 1.5097 (rough estimate)
vapor pressure 2.1 x 10-5 Pa (25 °C)
refractive index 1.6000 (estimate)
storage temp. 0-6°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka -3.34±0.20(Predicted)
color Crystals
Water Solubility practically insoluble
Merck 13,4250
BRN 193373
LogP 2.850
CAS DataBase Reference 133-07-3(CAS DataBase Reference)
EWG's Food Scores 6
FDA UNII X5NFK36917
Proposition 65 List Folpet
NIST Chemistry Reference Folpet(133-07-3)
EPA Substance Registry System Folpet (133-07-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H317-H319-H332-H351-H400
Precautionary statements  P273-P280-P302+P352-P304+P340+P312-P305+P351+P338-P308+P313
Hazard Codes  Xn,N
Risk Statements  20-36-40-43-50
Safety Statements  36/37-46-61
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS  TI5685000
HazardClass  9
PackingGroup  III
HS Code  29309090
Toxicity LD50 orally in adult male, female rats: >5000 mg/kg (Gaines, Linder)

Folpet price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 32057 Folpet PESTANAL 133-07-3 250mg $28.3 2024-03-01 Buy
TRC F402000 Folpet 133-07-3 5g $155 2021-12-16 Buy
TRC F402000 Folpet 133-07-3 10g $230 2021-12-16 Buy
American Custom Chemicals Corporation PST0000097 FOLPET 95.00% 133-07-3 2.5G $836 2021-12-16 Buy
American Custom Chemicals Corporation PST0000097 FOLPET 95.00% 133-07-3 25G $2055.9 2021-12-16 Buy
Product number Packaging Price Buy
32057 250mg $28.3 Buy
F402000 5g $155 Buy
F402000 10g $230 Buy
PST0000097 2.5G $836 Buy
PST0000097 25G $2055.9 Buy

Folpet Chemical Properties,Uses,Production

Description

Folpet is practically insoluble in water. It is a protective leaf fungicide. Its mode of action inhibits normal cell division of a broad spectrum of microorganisms. It is used to control cherry leaf spot, rose mildew, rose black spot, and apple scab. It is used on berries, flowers, ornamentals, fruits, and vegetables and for seedand plant-bed treatment. It is also used as a fungicide in paints and plastics and for treatment of internal and external structural surfaces of buildings. It is incompatible with strongly alkaline preparations, such as lime sulphur.

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Folpet is a pesticide, fungicide agent from the thiophtalimide group. Occupational exposure occurs mostly in agricultural workers or in florists.

Uses

Agricultural fungicide.

Uses

Folpet is used to control downy mildews, powdery mildews, leaf spot diseases, scab and rots in fruit, ornamentals and vegetables.

Definition

ChEBI: A member of the class of phthalimides that is phthalimide in which the hydrogen attached to the nitrogen is replaced by a trichloromethylthio group. An agricultural fungicide, it has been used to control mildew, leaf spot, and other diseases in crops sice he 1950s.

General Description

White crystals. Used as a fungicide. Insoluble in water.

Air & Water Reactions

Insoluble in water. Hydrolyzed in alkaline solution. Hydrolysis products are corrosive to many metals.

Reactivity Profile

A halogenated phthalimide.

Contact allergens

Folpet is a pesticide, fungicide agent of thiophthalim ide group. Occupational exposure occurs mostly in agricultural workers or in florists. Photosensitivity has been reported.

Safety Profile

Moderately toxic by ingestion. Questionable carcinogen with experimental tumorigenic and teratogenic data. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl-, NOx, and SOx. Used as a fungicide.

Carcinogenicity

An NCI bioassay of technicalgrade captan was conducted to determine carcinogenicity by administering captan in the feed to Osborne–Mendel rats and B6C3F1 mice. The major outcome was that tumors of the duodenum of B6C3F1 mice were associated with the captan treatment. There was no evidence that the tumors observed in Osborne–Mendel rats were treatment-related.
In the NCI study, groups of 50 rats of each sex were fed average doses of 2520 or 6050 ppm captan in the diet for 80 weeks. Groups of 50 mice of each sex were fed 8000 or 16,000 ppm captan in the diet for 80 weeks. These doses are approximately 250 (male) and 450 (female) mg/kg/day (high dose) and 50 (male) to 100 (female) mg/kg/day (low dose) in rats. In mice, these doses are approximately 2100 mg/kg/day (high dose) and 1000 mg/kg/day (low dose).

Environmental Fate

Folpet rapidly degrades in both aquatic and terrestrial environments, with a reported half-life ranging from 2.6 h to 2 days. The dissipation of folpet in the environment is considered to be dependent on its hydrolysis in water and on microbial-mediated degradation. Its rate of hydrolysis is greatly influenced by pH, with more rapid hydrolysis observed at higher, more alkaline pH levels.

Metabolic pathway

Folpet contains an unstable trichloromethylthio (sulfenyl) moiety that has been shown to undergo rapid hydrolytic and metabolic degradation to phthalimide (2). By analogy with captan, presumably the trichloromethylthio moiety can be transferred to the sulfur atoms of thiols such as cysteine and glutathione. Thus in the presence of thiols such as glutathione, folpet 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 (3) is rapidly hydrolysed by water. The trichloromethylthio group and thiophosgene are believed to be intermediates in the formation of thiazolidine-2-thione-4-carboxylica cid (4) which is an addition product with cysteine. A thiazolidine derivative of glutathione may also be formed (5). Folpet is metabolised in plants and animals to phthalimide (2) and further to phthalamic acid (6) and phthalic acid (7) (see Scheme 1).

Degradation

Folpet is hydrolysed rapidly in strongly alkaline conditions (PM). The hydrolytic DT50 of folpet is 1.1 hours at pH 7. The half-life for hydrolysis of folpet in a commercial formulation was 12 hours at pH 7.35. Folpet was decomposed in dilute, aqueous sulfuric acid with a half-life 10.5 hours at pH 3. The products were mainly phthalimide (2) and small amounts of phthalamic acid (6) and phthalic acid (7). Phthalamic acid (6) had completely degraded by the time all of the folpet had decomposed (Cabras et al., 1997).
Folpet reacts with thiols in two steps. Firstly, phthalimide (2), thiophosgene (3), hydrochloric acid and the corresponding disulfide are produced. Secondly, depending on the thiol, thiophosgene (3) can react with any remaining thiols to give trithiocarbonates, thiurams, etc. In some cases as, for example, with L-cysteine, thiophosgene (3) combines with amino and thiol groups of the reactant yielding the cyclic 2- thiazolidinethiones (4) (Davidek and Seifert, 1975). Folpet reacts with reduced glutathione (GSH) to produce mainly oxidised glutathione (GSSG). Five unidentified products contained all or a portion of the trichloromethyl moiety. Gaseous products including carbonyl sulfide were released (Siegel, 1970).

Toxicity evaluation

Both folpet and its reactive metabolite, thiophosgene, interact with thiol groups and denature proteins. This reaction is responsible for its fungicidal/biocidal activity and its cellular toxicity in mammals. Due to the toxicokinetics of this degradation, folpet toxicity in mammals is generally limited to local irritation effects at the site of contact.

1074-82-4
594-42-3
133-07-3
Synthesis of Folpet from Potassium phthalimide and Perchloromethylmercaptan

Folpet Preparation Products And Raw materials

Global( 191)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 401 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

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View Lastest Price from Folpet manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Folpet pictures 2024-04-22 Folpet
133-07-3
US $10.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Folpet pictures 2023-10-16 Folpet
133-07-3
US $20.00-10.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
Folpet pictures 2023-10-09 Folpet
133-07-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • Folpet pictures
  • Folpet
    133-07-3
  • US $10.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Folpet pictures
  • Folpet
    133-07-3
  • US $20.00-10.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
  • Folpet pictures
  • Folpet
    133-07-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
folnit Folpex Ftalan fungitrol Fungitrol 11 fungitrol11 fungitrolii intercidetmp murphy’srosefungicide n-(trichlor-methylthio)-phthalamid n-(trichloromethanesulphenyl)phthalimide N-(Trichloromethylmercapto)phthalimide n-(trichloromethylmercpato)phthalimide Orthophaltan orthophaltan50w Phaltan Phaltane Phalton Phthalimide, N-[(trichloromethyl)thio]- Phthaltan Spolacid trichlormethylthioimidkyselinyftalove Trichloromethyl(thio)phthalimide trichloromethylthiophthalimide troysananti-mildewo vinicoll THIOPHAL THIOPHAL(R) N-(TRICHLORMETHYLTHIO)PHTHALIMIDE N-(TRICHLOROMETHYL)THIOPHTHALIMIDE PHALTAN(R) Phaltan(Chevron,Standard Oil) FOLPET, 1GM, NEAT FOLPET PESTANAL (N-((TRICHLOR- METHYL)TH Folphan(Makhteshim) 2-(TRICHLOROMETHYLSULFANYL)ISOINDOLE-1,3-DIONE ENOFOL FOLPET FOLDAN FALTAN FALTEX LIQUIDO 1H-Isoindole-1,3(2H)-dione, 2-[(trichloromethyl)thio]- 1H-Isoindole-1,3(2H)-dione,2-[(trichloromethyl)thio]- 2-((trichloromethyl)thio)-1h-isoindole-3(2h)-dione 2-[(Trichloromethyl)sulfanyl]-1H-isoindole-1,3(2H)-dione 2-[(Trichloromethyl)thio]1H-iso-indole-1,3(2H)-dion 2-[(trichloromethyl)thio]-1h-isoindole-3(2h)-dione 3(2H)-dione,2-[(trichloromethyl)thio]-1H-Isoindole-1 acryptan cosani ent26539 faltex folpel (france) folpet (bsi,ansi,iso,jmaf) FALPET 2-[(Trichloromethyl)thio]-1H-Isoindole-1,3(2H)-dione Folpet (See Captan) folpet (ISO) N-(trichloromethylthio)phthalimide