13-01458. Bufencarb [Archived]

Nomenclature

CAS number: 8065-36-9
3-(1-Ethylpropyl)phenol methylcarbamate mixture with 3-(1-methylbutyl)phenyl methylcarbamate (1:3); metalkamate; Ortho 5353; ENT-27127; Bux (Chevron).
C13H19NO2; mol wt 221.30.
C 70.56%, H 8.65%, N 6.33%, O 14.46%.

Description and references

Prepn: J. N. Ospenson et al., US 3062864; G. K. Kohn et al., US 3062867 (1962 both to Calif. Res. Corp.). Soil persistence and metabolism: B. V. Tucker, D. E. Pack, J. Agric. Food Chem. 20, 412 (1972). Field trial: T. M. Hills et al., J. Econ. Entomol. 65, 1697 (1972). Acute toxicity: T. B. Gaines, R. E. Linder, Fundam. Appl. Toxicol. 7, 299 (1986). GC/MS determn in liver: R. S. Bakowski et al., J. AOAC Int. 77, 1568 (1994). Review of properties and residue analysis: B. Tucker, Anal. Methods Pestic. Plant Growth Regul. 7, 179-185 (1973).

Chemical structure

Properties

Yellow-amber solid, mp 26-39°. d26 1.024. bp0.04 125°. Sol in xylene, methanol, less sol in aliphatic hydrocarbons. Soly in water <50 ppm. Stable in neutral or acidic solns; increases in pH or temp increases rate of hydrolysis. Fairly rapidly degraded in the soil. LD50 in male, female rats (mg/kg): 97, 61 orally; 237, 163 dermally (Gaines, Linder).

Caution

Cholinesterase inhibitor. Absorbed through the skin: Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 304.

Use

Insecticide.

Status

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