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Isoprocarb

Isoprocarb structure

CAS No:
2631-40-5
Formula:
C11H15NO2
Chemical Name:
Isoprocarb
Synonyms:
Phenol,2-(1-methylethyl)-,1-(N-methylcarbamate);Carbamic acid,methyl-,o-cumenyl ester;Phenol,2-(1-methylethyl)-,methylcarbamate;PPC 3;OMS 32;Bayer 39,731;o-Isopropylphenol methylcarbamate;o-Isopropylphenyl N-methylcarbamate;2-Isopropylphenyl N-methylcarbamate;BAY 39731;Ro 7-5050;o-Cumenyl N-methylcarbamate;Mipcin;2-Isopropylphenyl methylcarbamate;o-Cumenyl methylcarbamate;o-Isopropylphenyl methylcarbamate;Mipcine;MIPC;Isoprocarb;ENT 25670;Etrofolan;NSC 191479;Mobucin;2-(Propan-2-yl)phenyl N-methylcarbamate
Categories:
Agrochemicals > Insecticides

Description

White Solid

Solid

Isoprocarb is a carbamate ester. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a carbamate insecticide and an agrochemical. It derives from a methylcarbamic acid and a 2-isopropylphenol.

Isoprocarb Basic Attributes

Molecular Weight：

193.24

Exact Mass：

193.24

EC Number：

220-114-6

UNII：

714I55QH9K

NSC Number：

191479

DSSTox ID：

DTXSID6042072

HScode：

2924199090

Characteristics

PSA：

38.3

XLogP3：

2.31

Appearance：

Crystalline

Density：

1.0±0.1 g/cm3

Melting Point：

94 °C

Boiling Point：

128-129 °C

Flash Point：

-18 °C

Refractive Index：

1.507

Water Solubility：

0.4 mg/mL at 25 °C

Storage Conditions：

0-6°C

Vapor Pressure：

2.10e-05 mmHg

Toxicity：

Oral-Rat LD50: 450 mg/kg; Oral-Mouse LD50: 94 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxide gas

Safety Information

Transport codes：

UN30779/PG3

wgk germany：

hazard class code：

22-50/53-67-65-38-11-20

safety instructions：

60-61-62-33-16-9-25

RTECS Number：

FB7880000

Marks：

Xn,N,F

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Precautionary statement(s)：

P273-P501

Hazard Statements：

H302-H410

GHS Classification：

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 130 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P301+P310, P305+P351+P338, P307+P311, P309+P311, P314, P321, P330, P337+P313, P405, and P501

Toxicity

Toxicity class：

highly toxic

Bioconcentration：

8.91

Drug Information

MeSH：

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.)

Biological Half-Life：

0.06 Days

MeSH Entry Terms：

2-isopropylphenyl methylcarbamate

Isoprocarb Use and Manufacturing

Methods of Manufacturing

The preparation of o-cumyl chloroformate uses toluene as a solvent and sodium hydroxide as a deacidification agent to react o-isopropylphenol with phosgene. The reaction is controlled at a lower temperature, and phosgene can be absorbed in the solvent at a low temperature. After the esterification reaction is completed, the solvent is removed to obtain an intermediate. The raw material ratio is 1:2.3, the phosgene is excessive; the reaction temperature is 0～5℃; after the feeding is completed, the reaction temperature is kept for 10 minutes; the final pH value is 13～14. Synthesis of isoprecarb At a low temperature, monomethylamine aqueous solution (40%) is added dropwise to o-cumyl chloroformate, and sodium hydroxide solution is added dropwise to basicity, and the product is obtained after a series of post-treatments. The raw material ratio is 1:1.8, the methylamine is excessive; the reaction temperature is 15℃; the methylamine content is 20%. Isoprocarb can also be prepared by the carbamoyl chloride method or the isocyanate method.

Uses

Isoprocarb is a non-systematic carbamate insecticide. Isoprocarb functions by reversibly inactivating the enzyme acetylcholinesterase in insects.

Manufacturing Info：

Phenol, 2-(1-methylethyl)-, 1-(N-methylcarbamate): INACTIVE

Computed Properties

Molecular Weight:193.24
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:193.110278721
Monoisotopic Mass:193.110278721
Topological Polar Surface Area:38.3
Heavy Atom Count:14
Complexity:192
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Triethylamine

Carbon tetrachloride

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Isoprocarb in Methanol

CAS No.: 2631-40-5

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