13-02593. Coumithoate [Archived]

Nomenclature

CAS number: 572-48-5
Phosphorothioic acid O,O-diethyl O-(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo[b,d]pyran-3-yl) ester; 2-(2,4-dihydroxyphenyl)-1-cyclohexene-1-carboxylic acid δ-lactone O,O-diethylphosphorothioate; O,O-diethyl O-7-hydroxy-3,4-tetramethylenecoumarinyl phosphorothioate; O,O-diethylthiophosphoric ester of 3,4-tetramethyleneumbelliferone; 3,4-tetramethyleneumbelliferone O,O-diethylthiophosphoric ester; 7-hydroxy-3,4-tetramethylenecoumarin O,O-diethylthiophosphate; Dithion (Agrimont); Dition (Agrimont).
C17H21O5PS; mol wt 368.38.
C 55.43%, H 5.75%, O 21.72%, P 8.41%, S 8.70%.

Description and references

Prepn: Fusco et al., US 2860085 (1958 to Montecatini). Toxicity study: R. Ben-Dyke et al., World Rev. Pest Control 9, 119 (1970).

Chemical structure

Properties

Needles from benzene + petr ether, mp 88-88.5°. Practically insol in water. Has only limited solubility in organic solvents. LD50 orally in rats: 67 mg/kg (Ben-Dyke).

Caution

A cholinesterase inhibitor. Symptoms similar to parathion.

Use

Insecticide.

Status

This monograph has been retired and is no longer subject to revision or update.