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cis-Duraphos(TM)

CAS No.
26718-65-0
Chemical Name:
cis-Duraphos(TM)
Synonyms
DURAPHOS;PHOSDRIN;MEVINDRIN;MEVINPHOS;OS-2046(R);E-MEVINPHOS;PHOSDRIN (TM);TRANS-MEVINPHOS;cis-Duraphos(TM);E-MEVINPHOS (TRANS)
CBNumber:
CB9177587
Molecular Formula:
C7H13O6P
Molecular Weight:
224.15
MDL Number:
MFCD00048060
MOL File:
26718-65-0.mol
Last updated:2023-05-04 17:34:36

cis-Duraphos(TM) Properties

vapor pressure 1.7×10-2 Pa (20 °C)
storage temp. 0-6°C
Water Solubility Totally miscible

cis-Duraphos(TM) price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
aablocks AA00BD9X cis-Mevinphos 26718-65-0 10mg $100 2026-05-28 Buy
Product number Packaging Price Buy
AA00BD9X 10mg $100 Buy

cis-Duraphos(TM) Chemical Properties, Uses, Production

Uses

Mevinphos is used to control chewing and sucking insects in a wide range of crops.

Definition

ChEBI: Mevinphos is a dialkyl phosphate and an organophosphate insecticide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide, an agrochemical and an avicide. It is functionally related to a methyl 3-hydroxybut-2-enoate.

Metabolic pathway

Technical mevinphos consists of two stereochemical isomers in the E:Z ratio of about 7:3. Mevinphos is characterised by a high rate of metabolic breakdown, such that crops can be harvested within a few hours of its application. The compound is also rapidly translocated within plants. There are considerable differences in the metabolism of the two isomers. In general, the E-isomer (the more toxic, more active acetylcholinesterase inhibitor and more effective insecticide) is detoxified more quickly in plants but more slowly in animals. The major route of detoxification in plants is through hydrolysis to give dimethyl phosphate and methyl acetoacetate with hydrolysis of the carboxylic ester function being of lesser importance. Demethylation of the more toxic Eisomer via a glutathione-based transalkylation reaction is an important route in mammals, whereas the 2-isomer is hydrolysed to dimethyl phosphate .

Degradation

Mevinphos is hydrolysed in alkaline solutions (PM). The DT50s for the technical material at pH 6, 7 and 10 were 94 days, 30 days and 8 hours respectively (Porter et al., 1964). The E-isomer (1) is hydrolysed more quickly than the Z-isomer (2). Under alkaline conditions, the products of hydrolysis of the E-isomer were shown to be dimethyl phosphate (3), monomethyl phosphate (4), acetone (S), the E-mevinphos carboxylic acid (6) and the desmethyl E-mevinphos carboxylic acid (7). A small amount of desmethyl E-mevinphos (8) was also detected. The Z-isomer gave very little of the desmethyl Z-mevinphos carboxylic acid (10) indicating that the attack of hydroxyl ion on the 2-isomer was almost entirely on phosphorus, whereas there was additional nucleophilic attack on the carboxylic ester function in the case of the E-isomer which was shown to gwe dimethyl phosphate (3) and acetone (5). Acid hydrolysis resulted in demethylation of both isomers with the desmethyl E-mevinphos (8) and desmethyl Z-mevinphos (9) being detected in addition to dimethyl phosphate (3) and monomethyl phosphate (4) (Spencer et al., 1958) (see Scheme 1).

cis-Duraphos(TM) Preparation Products And Raw materials

Raw materials

Preparation Products

cis-Duraphos(TM) Suppliers

Global Suppliers ( 26)
Supplier Tel Email Country ProdList Advantage
Spectrum Chemical Manufacturing Corp. 021-021-021-67601398-809-809-809 15221380277 marketing_china@spectrumchemical.com China 9643 60
Shenzhen Regent Biochemical Technology Co., Ltd. 0755-85201366 18938635012 sales@regentsciences.com China 9383 58
BOC Sciences +1-631-485-4226 inquiry@bocsci.com United States 19935 58
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39866 58
LGC Science (Shanghai) Ltd. 17717235263 17717235263 offer.de@lgcgroup.com China 38135 58
SUZHOU SENFEIDA CHEMICAL CO.,LTD +86-0512-83500002 +86-15195660023 3899766280@qq.com China 26349 58
Dimethyl methoxycarbonyl propenyl phosphate E-MEVINPHOS E-MEVINPHOS (TRANS) DURAPHOS MEVINDRIN cis-Duraphos(TM) MEVINPHOS 3-HYDROXY-CROTONIC ACID METHYL ESTER DIMETHYL PHOSPHATE 2-METHOXYCARBONYL-1-METHYLVINYL DIMETHYL PHOSPHATE 2-CARBOMETHOXY-1-METHYLVINYLDIMETHYL PHOSPHATE e-mevinphos (cis-butenoic acid) TRANS-MEVINPHOS mevinphos(stereochemistryunspecified) OS-2046(R) PHOSDRIN PHOSDRIN (TM) E-Mevinphos Solution Vinblastine Impurity 10 E-Mevinphos Solution in Acetonitrile E-Mevinphos Solution in T-butylmethyl Ether 26718-65-0