Bromobenzyl cyanide
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| Names | |
|---|---|
| IUPAC name (RS)-2-bromo-2-phenylacetonitrile | |
| Other names α-bromobenzyl cyanide | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.024.863 |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| 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). Infobox references | |
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 its extreme potency and great persistence.[3] BBC is toxic like chlorine gas.[4]
An application for bromobenzyl cyanide is in Hoch's synthesis of diphenylacetonitrile.[5]
See also
References
- ^ 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.
- ^ Chemical Warfare Bulletin. Vol 12. p 312
- ^ Sartori, Mario (1939). The War Gases. D. Van Nostrand. p. 196.
- ^ AMOS A. FRIES and CLARENCE J. WEST. CHEMICAL WARFARE - First Edition. p 142-143
- ^ "DIPHENYLACETONITRILE". Organic Syntheses. 28: 55. 1948. doi:10.15227/orgsyn.028.0055.
External links
- "Chapter VII Riot Control Agents". FM 8-9 NATO Handbook On the Medical Aspects of NBC Operation AMedP-6(B). FAS.org.
- "Major Chemical Weapons Introductions in World War I". CBWInfo.com. Archived from the original on 2010-09-19.