BCPC (herbicide)

Obsolete carbamate herbicide From Wikipedia, the free encyclopedia

BCPC (short for butan-2-yl (3-chlorophenyl)carbamate) is a defunct carbamate herbicide used prëemergently to control weeds on cotton. It was widely used in the 1970s, rare by the 2000s and considered obsolete in 2010.[1][4]

Quick facts Names, Identifiers ...
BCPC (herbicide)
Names
IUPAC name
(2RS)-butan-2-yl (3-chlorophenyl)carbamate
Preferred IUPAC name
rac-(2R)-butan-2-yl (3-chlorophenyl)carbamate
Other names
  • NSC-74793[1]
  • NSC-2475[2]
  • BP 9[3]
  • sec-butyl N-(3-chlorophenyl)carbamate[1]
  • 1-methylpropyl N-(3-chlorophenyl)carbamate
  • sec-Butyl alcohol, m-chlorocarbanilate[3]
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C11H14ClNO2/c1-3-8(2)15-11(14)13-10-6-4-5-9(12)7-10/h4-8H,3H2,1-2H3,(H,13,14)[1]
    Key: CURLHBZYTFVCRG-UHFFFAOYSA-N[1]
  • CCC(C)OC(=O)NC1=CC(=CC=C1)Cl
Properties
C11H14ClNO2
Molar mass 227.69 g·mol−1
Density 1,193 kg/cu.m[1]
Boiling point 269.4 Â°C (516.9 Â°F; 542.5 K) [1]
Hazards
Flash point 116.8 Â°C (242.2 Â°F; 389.9 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
Close

It is not registered for use in the UK or the EU.[1]

Chemically, BCPC is racemic.[2]

Under the HRAC classification BCPC is a Group E (Australia), Group K2 (global), Group 23 (numeric) herbicide,[1] acting by inhibiting cell division and microtubule organization and polymerization.

References

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