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MEVINPHOS

MEVINPHOS Structure
CAS No.
26718-65-0
Chemical Name:
MEVINPHOS
Synonyms
DURAPHOS;PHOSDRIN;MEVINPHOS;MEVINDRIN;OS-2046(R);E-MEVINPHOS;PHOSDRIN (TM);TRANS-MEVINPHOS;cis-Duraphos(TM);formerly 298-01-1
CBNumber:
CB9177587
Molecular Formula:
C7H13O6P
Molecular Weight:
224.15
MOL File:
26718-65-0.mol
Modify Date:
2023/5/4 17:34:36

MEVINPHOS Properties

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

MEVINPHOS Chemical Properties,Uses,Production

Uses

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

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).

MEVINPHOS Preparation Products And Raw materials

Raw materials

Preparation Products

MEVINPHOS Suppliers

Global( 22)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
SUZHOU SENFEIDA CHEMICAL CO.,LTD +86-0512-83500002 +8615195660023 China 23053 58 Inquiry
Riedel-de Haen AG 800 558-9160 United States 6825 87 Inquiry
Crescent Chemical Co., Inc. 631 348 0333 United States 4599 68 Inquiry
MP Biomedicals, Inc. 949 833 2500 United States 6566 81 Inquiry
Pfaltz & Bauer, Inc. (800) 225-5172 United States 6830 72 Inquiry
Dr. Ehrenstorfer GmbH (0821) 90 60 80 Germany 5547 66 Inquiry
Caledon Laboratories Ltd. 905 877-0101 Canada 1150 68 Inquiry
Wako Pure Chemical Industries, Ltd. +81 6 6203 3741 Japan 6828 80 Inquiry
Kanto Chemical Co., Inc. +81 3 3663 7631 Japan 6762 74 Inquiry
Dimethyl methoxycarbonyl propenyl phosphate E-MEVINPHOS E-MEVINPHOS (TRANS) DURAPHOS MEVINDRIN 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) formerly 298-01-1 TRANS-MEVINPHOS mevinphos(stereochemistryunspecified) OS-2046(R) PHOSDRIN PHOSDRIN (TM) cis-Duraphos(TM) E-Mevinphos Solution Vinblastine Impurity 10 26718-65-0