Carbaryl

Carbaryl (1-naphthyl methylcarbamate) is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid previously sold under the brand name Sevin, which was a trademark of the Bayer Company. The Sevin trademark has since been acquired by GardenTech, which has eliminated carbaryl from most Sevin formulations. Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. Carbaryl was the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. As a veterinary drug, it is known as carbaril (INN).

Carbaryl
Names
Preferred IUPAC name
Naphthalen-1-yl methylcarbamate
Other names
Sevin (Generic trademark)
α-Naphthyl N-methylcarbamate
1-Naphthyl methylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.505
EC Number
  • 200-555-0
KEGG
RTECS number
  • FC5950000
UNII
UN number 2757
  • InChI=1S/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14) Y
    Key: CVXBEEMKQHEXEN-UHFFFAOYSA-N Y
  • InChI=1/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)
    Key: CVXBEEMKQHEXEN-UHFFFAOYAZ
  • CNC(=O)Oc1c2ccccc2ccc1
Properties
C12H11NO2
Molar mass 201.225 g·mol−1
Appearance Colorless crystalline solid
Density 1.2 g/cm3
Melting point 142 °C (288 °F; 415 K)
Boiling point decomposes
very low (0.01% at 20°C)
Pharmacology
QP53AE01 (WHO)
Hazards
GHS labelling:
Danger
H301, H302, H332, H351, H410
P201, P202, P261, P264, P270, P271, P273, P281, P301+P310, P301+P312, P304+P312, P304+P340, P308+P313, P312, P321, P330, P391, P405, P501
Flash point 193-202
Lethal dose or concentration (LD, LC):
710 mg/kg (rabbit, oral)
250 mg/kg (guinea pig, oral)
850 mg/kg (rat, oral)
759 mg/kg (dog, oral)
500 mg/kg (rat, oral)
150 mg/kg (cat, oral)
128 mg/kg (mouse, oral)
230 mg/kg (rat, oral)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 5 mg/m3
REL (Recommended)
 TWA 5 mg/m3
IDLH (Immediate danger)
 100 mg/m3
Safety data sheet (SDS) ICSC 0121
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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