Bromobenzyl cyanide

Bromobenzyl cyanide
Names
IUPAC name
(RS)-2-bromo-2-phenylacetonitrile
Other names
α-bromobenzyl cyanide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.024.863
UNII
  • InChI=1S/C8H6BrN/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8H N
    Key: XUHFBOUSHUEAQZ-UHFFFAOYSA-N N
  • InChI=1/C8H6BrN/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8H
    Key: XUHFBOUSHUEAQZ-UHFFFAOYAJ
  • C1=CC=C(C=C1)C(C#N)Br
Properties
C8H6BrN
Molar mass 196.04 g mol−1
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

Bromobenzyl cyanide (BBC), also known in the military idiom as camite (CA), is an obsolete lachrymatory agent introduced in World War I by the Allied Powers, being a standard agent, along with chloroacetophenone, adopted by the CWS. When implemented in World War I, it revolutionized the use of tear agents due to their extreme potency. BBC is toxic like chlorine gas.

An application for bromobenzyl cyanide is in Hoch's synthesis of diphenylacetonitrile.