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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 Edit this at Wikidata
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).
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Bromobenzyl cyanide (BBC), also known in the military idiom as camite (CA), is an obsolete lachrymatory agent[1] introduced in World War I by the Allied Powers, being a standard agent, along with chloroacetophenone, adopted by the CWS.[2] When implemented in World War I, it revolutionized the use of tear agents due to their extreme potency. BBC is toxic like chlorine gas.[3]

See also

References

  1. ^ Davies, W; MacLaren, J. A (1951). "330. The reaction of α-bromobenzyl cyanide with ethyl xanthamidate (thioncarbamate)". J. Chem. Soc.: 1434–1437. doi:10.1039/JR9510001434.
  2. ^ Chemical Warfare Bulletin. Vol 12. p 312
  3. ^ AMOS A. FRIES and CLARENCE J. WEST. CHEMICAL WARFARE - First Edition. p 142-143
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