Carbaryl

Title: Carbaryl
CAS Registry Number: 63-25-2
CAS Name: 1-Naphthalenol methylcarbamate
Additional Names: methyl carbamic acid 1-naphthyl ester; 1-naphthyl N-methylcarbamate
Manufacturers' Codes: ENT-23969; OMS-29; UC-7744
Trademarks: Carylderm (Mundipharma); Derbac (Mundipharma); Ravyon (Bayer CropSci.); Sevin (Bayer CropSci.)
Molecular Formula: C12H11NO2
Molecular Weight: 201.22
Percent Composition: C 71.63%, H 5.51%, N 6.96%, O 15.90%
Literature References: Cholinesterase inhibitor. Prepn and description: Haynes et al., Contrib. Boyce Thompson Inst. 18, 507 (1957); Lambrech, US 2903478 (1959 to Union Carbide). Metabolism: W. E. Whitehurst et al., J. Agric. Food Chem. 11, 167 (1963); J. B. Houston et al., Xenobiotica 5, 637 (1975). Degradation: D. G. Crosby et al., J. Agric. Food Chem. 13, 204 (1965); D. L. Heywood, Environ. Qual. Saf. 4, 128 (1975). Toxicology: I. Nisbet, D. Miner, Environment 13, 10 (1971). Toxicity: M. Vandekar et al., Bull. WHO 44, 241 (1971). Clinical trial in pediculosis: J. W. Maunder, Clin. Exp. Dermatol. 6, 605 (1981). Review: Carbamate Insecticides: Chemistry, Biochemistry and Toxicology, R. J. Kuhr, H. W. Dorough, Eds. (CRC Press, Cleveland, 1976) 301 pp.
Properties: Crystals, mp 142°. d2020 1.232. Moderately sol in DMF, acetone, isophorone, cyclohexanone. Soly in water at 30°: 120 mg/l. Vapor pressure at 25°: <4 ´ 10-5 mm Hg. Stable to heat, light, acids; hydrolyzed in alkalies; noncorrosive. LD50 orally in rats: 250 mg/kg (Vandekar).
Melting point: mp 142°
Density: d2020 1.232
Toxicity data: LD50 orally in rats: 250 mg/kg (Vandekar)
CAUTION: Potential symptoms of overexposure are skin irritation; miosis, blurred vision, tearing; rhinorrhea, excessive salivation, sweating; abdominal cramps, nausea, vomiting, diarrhea; tremor, muscle twitching, slurred speech; cyanosis, convulsions; coma, respiratory failure; possible reproductive effects. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 50; Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II p 305, Section III, pp 86-90.
Use: Contact insecticide.
Therap-Cat: Ectoparasiticide.
Therap-Cat-Vet: Ectoparasiticide.
Keywords: Ectoparasiticide.
Carbazochrome Salicylate Carbazochrome Sodium Sulfonate Carbendazim Carbenicillin Carbenoxolone

Carbaryl
Carbaryl-2D-skeletal.png Carbaryl-3D-balls.png
Identifiers
CAS number 63-25-2 YesY
ChemSpider 5899 YesY
UNII R890C8J3N1 YesY
EC number 200-555-0
UN number 2757
KEGG D07613 YesY
ChEBI CHEBI:3390 YesY
ChEMBL CHEMBL46917 YesY
RTECS number FC5950000
ATCvet code QP53AE01
Jmol-3D images Image 1
Properties
Molecular formula C12H11NO2
Molar mass 201.22 g mol−1
Appearance Colorless crystalline solid
Density 1.2 g/cm3
Melting point 142 °C; 288 °F; 415 K
Boiling point decomposes before boiling
Solubility in water very low
Hazards
MSDS ICSC 0121
EU Index 006-011-00-7
EU classification Carc. Cat. 3
Harmful (Xn)
Dangerous for the environment (N)
R-phrases R20/22 R40 R50
S-phrases (S2) S22 S24 S36/37 S46 S61
Flash point 193–202 °C
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Carbaryl (1-naphthyl methylcarbamate) is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid commonly sold under the brand name Sevin, a trademark of the Bayer Company. Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. It remains the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. About 11 million kilograms were applied to U.S. farm crops in 1976.[1] As a veterinary drug, it is known as carbaril (INN).