ChemicalBook > CAS DataBase List > Folpet

Folpet

Product Name
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
Formula Weight
296.56
MOL File
133-07-3.mol
More
Less

Folpet Property

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)
NIST Chemistry Reference
Folpet(133-07-3)
EPA Substance Registry System
Folpet (133-07-3)
More
Less

Safety

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
Hazardous Substances Data
133-07-3(Hazardous Substances Data)
Toxicity
LD50 orally in adult male, female rats: >5000 mg/kg (Gaines, Linder)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H332Harmful if inhaled

H351Suspected of causing cancer

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
32057
Product name
Folpet
Purity
PESTANAL
Packaging
250mg
Price
$28.3
Updated
2024/03/01
TRC
Product number
F402000
Product name
Folpet
Packaging
5g
Price
$155
Updated
2021/12/16
TRC
Product number
F402000
Product name
Folpet
Packaging
10g
Price
$230
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000097
Product name
FOLPET
Purity
95.00%
Packaging
2.5G
Price
$836
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000097
Product name
FOLPET
Purity
95.00%
Packaging
25G
Price
$2055.9
Updated
2021/12/16
More
Less

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

Uses

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

Uses

Agricultural fungicide.

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.

Folpet Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

View Lastest Price from Folpet manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Folpet 133-07-3
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-16
Hebei Mojin Biotechnology Co., Ltd
Product
Folpet 133-07-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-09
Hebei Guanlang Biotechnology Co., Ltd.
Product
Folpet 133-07-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-04-10

133-07-3, FolpetRelated Search:


  • folnit
  • Folpel
  • Folpex
  • Ftalan
  • fungitrol
  • Fungitrol 11
  • fungitrol11
  • fungitrolii
  • intercidetmp
  • murphy’srosefungicide
  • n-((trichloromethyl)thio)-phthalimid
  • 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
  • FOLPAN
  • 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