Tetrachlorvinphos

ChemicalBook > CAS DataBase List > Tetrachlorvinphos

Product Name: Tetrachlorvinphos
CAS No.: 22248-79-9
Chemical Name: Tetrachlorvinphos
Synonyms: ROL;CVMP;ipo8;Rabon;Ravap;Appex;Rabond;Vinfos;Gardon;Dust M
CBNumber: CB1673649
Molecular Formula: C10H9Cl4O4P
Formula Weight: 365.96
MOL File: 22248-79-9.mol

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Tetrachlorvinphos Property

Melting point:: 97-98 °C(lit.)
Boiling point:: 399.5±42.0 °C(Predicted)
Density: 1.520±0.06 g/cm3(Predicted)
vapor pressure: 6.0×10^-6 Pa (20 °C)
storage temp.: 0-6°C
solubility: Acetonitrile (Slightly), Methanol (Slightly)
Water Solubility: 11mg l^-1（20°C）
form: solid
Merck: 13,9267
CAS DataBase Reference: 22248-79-9(CAS DataBase Reference)
NIST Chemistry Reference: Tetrachlorvinphos(22248-79-9)
IARC: 2B (Vol. 30, Sup 7, 112) 2017
EPA Substance Registry System: Tetrachlorvinphos (22248-79-9)

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Safety

Hazard Codes: Xn,N,F
Risk Statements: 21/22-50/53-36-20/21/22-11-22
Safety Statements: 36-60-61-36/37-16
RIDADR: UN 3077 9/PG 3
RTECS: TB9100000
HS Code: 29199000
Hazardous Substances Data: 22248-79-9(Hazardous Substances Data)
Toxicity: LD50 in male, female rats (mg/kg): 1100, 1125 orally (Gaines)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Usbiological

Product number: 483637
Product name: IPO8
Packaging: 100ul
Price: $499
Updated: 2021/12/16

AHH

Product number: MT-59100
Product name: Tetrachlorvinphos
Purity: 98%
Packaging: 5g
Price: $280
Updated: 2021/12/16

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Tetrachlorvinphos Chemical Properties,Usage,Production

Description

Tetrachlorvinphos was initially registered for use in the United States in 1966 for use on various food crops, livestock, and pet animals, and in around buildings. Its use on food crops were voluntarily canceled in the United States in 1987; however, it is used on food crops in developing countries. Tetrachlorvinphos is sold under the trade names Rabon and Gardona.

Chemical Properties

Powder.Partially soluble in chloroform; slightly soluble in water.

Chemical Properties

Technical tetrachlorvinphos is a tan-to-brown crystalline solid. Tetrachlorvinphos is stable at ,100 C and slowly hydrolyzed at 50°C. Aromatic odor.
Soluble in water at 24°C 15 ppm; limited solubility in most aromatic hydrocarbons.

Uses

Insecticide.

Uses

Tetrachlorvinphos is used to control lepidopterous and dipterous larvae in fruit and lepidopterous larvae in cotton, maize, rice, tobacco and vegetables. It is also used against nuisance flies in animal houses, animal ectoparasites and stored product pests.

Uses

Tetrachlorvinphos is commonly used as a feed additive to control flies in livestock and as dusts, sprays, dips, and collar ingredient to control ticks and fleas on domestic pets. It is extensively used in poultry. In horses, its formulations are commonly used as a feed additive (feed-through tetrachlorvinphos) larvicide. In addition, tetrachlorvinphos is also used in the control of public health pests, manure flies associated with livestock, and poultry as a feed additive.

Definition

ChEBI: Tetrachlorvinphos is an alkenyl phosphate, a dialkyl phosphate, an organophosphate insecticide, an organochlorine insecticide and a trichlorobenzene. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an agrochemical, an EC 3.1.1.8 (cholinesterase) inhibitor and an acaricide. It is functionally related to a 1-phenylethenol.

Hazard

Cholinesterase inhibitor. Questionable carcinogen.

Carcinogenicity

When rats were given diets with 0, 4250, or 8500 ppm tetrachlorvinphos for 80 weeks, both males and females had a high incidence of thyroid C-cell hyperplasia, and females had increased incidences of adrenal cortical adenomas and thyroid C-cell adenomas .

Environmental Fate

Tetrachlorvinphos is nonpersistent in the environment. The primary route of dissipation is through biotic degradation. Based on its use pattern, risks of contamination of groundwater or surface water by tetrachlorvinphos are minimal.

Metabolic pathway

The chemical structure of tetrachlorvinphos is very close to that of chlorfenvinphos and the routes of metabolic breakdown have been shown to be very similar. Technical tetrachlorvinphos is usually >95% Z-isomer, unlike chlorfenvinphos which is an E/Z mixture. As with chlorfenvinphos, the major routes of detoxification are by dealkylation and hydrolysis to yield desmethyltetrachlorvinphos and 2,2’,4’,5’- tetrachloroacetophenone plus dimethyl phosphate, respectively. Further metabolism of the chloroacetophenone moiety then leads, via reduction or hydrolysis and glutathione-dependent displacement of the side chain chlorine substituent, to the formation of 1-(2,4,5-trichlophenyl) ethane-l,Z-diol and 1-(2,4,5-trichlorophenyl)ethan-l-owl hich are conjugated with glucose or glucuronic acid to afford the ultimate metabolites. Oxidation of the β carbon atom to give 2,4,5-trichloromandelic acid followed by decarboxylation leads to the formation of 2,4,5-trichlorobenzoic acid which is conjugated with glycine in some mammals as the final metabolite. The metabolic routes were summarised by Beynon et al. (1973).

Degradation

Tetrachlorvinphos is hydrolysed slowly in neutral, acidic and slightly alkaline aqueous solutions but hydrolysed rapidly in strongly alkaline solutions to metabolites 3 and 5 (PM). Dureja et al. (1987) reported the photochemical degradation of tetrachlorvinphos in water, ethanol, ether and hexane irradiated with a xenon lamp. In polar solvents, the main product was desmethyltetrachlorvinphos (2), whereas in non-polar solvents such as hexane the reaction yielded dimethyl phosphate (3), 2,4,5-trichloroacet ophenone (4) and 2,2’,4’,5’-tetrachloroacetophenone (5). Interconversion of the Z- and Ε-isomers has been observed on leaves (Beynon and Wright, 1969). These pathways are shown in Scheme 1.

Toxicity evaluation

Acute oral LD₅₀ for rats: 4,000-5,000 mg/kg

Tetrachlorvinphos Preparation Products And Raw materials

Raw materials

Dichloroacetyl chloride B-15 Aluminum paste 2,2'-Azobis(2-methylpropionitrile) Oxygen Triphenyl phosphite Trichloroethylene PENTACHLOROBENZENE Aluminum chloride Pentane Sodium Methoxide Phosphorus trichloride Trimethyl phosphite Methanol 1,2,4-Trichlorobenzene 2-Chloroacetophenone

Preparation Products

LINDANE Fipronil Methyl bromide

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22248-79-9, TetrachlorvinphosRelated Search:

Chlorodimethylphenylsilane VINYL PROPIONATE N,N-Dimethylformamide Tetrachlorvinphos SULPHOSUCCINIC ACID ESTER Xylene Clindamycin phosphate Trichlorovinylsilane Molosultap Dimethyl fumarate Dimethyl sulfate Dimethyl phthalate Dimethyl ether Phenyltrichlorosilane INSECTICIDE Dimethyl sulfoxide ETHANE Dimethyl carbonate

ncic00168

o,o-dimethyl-o-2-chlor-1-(2,4,5-trichlorphenyl)-vinyl-phosphat

Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester, (Z)-

phosphoricacid,2-chloro-1-(2,4,5-trichlorophenyl)ethenyldimethylester

phosphoricacid,2-chloro-1-(2,4,5-trichlorophenyl)vinyldimethylester

Rabon

Rabond

ROL

SD 8447

Stirofo

Tetrachlorvinphos, (Z)

Vinfos

RABON(R)

STIRIFOS

STIROFOS

STIROPHOS

Ravap

REVAP(R)

TETRACHLORVINPHOS, 1GM, NEAT

TETRACHLORVINPHOS PESTANAL, 250 MG

Phosphoric acid, (1Z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester

stirofos (esa)

stirofox

tetrachlorvinphos (bsi,iso)

TETRACHLOVINPOS

TETRACHLOROVINPHOS

SHELLSD-8447

(Z)-O,O-dimethyl-O-[1-(2,4,5-trichlorophenyl)-2 -chlorovinyl] phosphate

Gardon

O，O-dimethyl-O-[1-(2,4,5-trichlorophenyl)-2-chloro]vinylphosphate

GARDONA

GARDONA(R)

DIMETHYL-1-[2,4,5-TRICHLOROPHENYL]-2-CHLOROVINYL PHOSPHATE

DEBANTIC

CVMP

(z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenylphosphoric acid dimethyl ester

(Z)-2-Chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate

(Z)-2-Chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate

2,4,5-trichloro-alpha-(chloromethylene)-benzylalcohodimethylphosphate

2,4,5-trichloro-alpha-(chloromethylene)benzylphosphate

Appex

cis-Gardona

Dietreen

Dust M

ENT 25,841

Gardcide

Gordona

ipo8

Rabona

Dimethyl 2,4,5-trichloro-alpha-(chloromethylene)benzyl phosphate

Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl ester, (Z)

2,4,5-Trichloro-alpha-(chloromethylene)benzyl phosphate ester

2-Chloro-1-(2,4,5-trichlorophenyl)vinyl Dimethylphosphate, (Z)-

C14513

Tetrachlorvinphos

Tetrachlorvinphos Solution, 100ppm

Tetrachlorvinphos Standard

Tetrachlorvinphos