The compound 2-chlorobenzalmalononitrile (also called o-chlorobenzylidene malononitrile; chemical formula: C10H5ClN2), a cyanocarbon, is the defining component of the lachrymatory agent commonly referred to as CS gas, a tear gas which is used as a riot control agent, and is banned for use in warfare due to the 1925 Geneva Protocol.
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Preferred IUPAC name
[(2-Chlorophenyl)methylidene]propanedinitrile | |
Other names
2-(2-Chlorobenzylidene)malononitrile
2-Chlorobenzalmalononitrile o-Chlorobenzylidene malononitrile Tear gas | |
Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.018.435 |
EC Number |
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PubChem CID
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RTECS number |
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UNII | |
UN number | 2810, 3276, 2811 |
CompTox Dashboard (EPA)
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Properties | |
C10H5ClN2[1] | |
Molar mass | 188.6 g/mol[2] |
Appearance | White crystalline powder Colourless gas when burned |
Odor | Pepper-like[3] |
Density | 1.04 g/cm3 |
Melting point | 93 °C (199 °F; 366 K) |
Boiling point | 310 °C (590 °F; 583 K)[4] |
Insoluble | |
Vapor pressure | 3.4×10−5 mmHg at 20 °C |
Hazards | |
GHS labelling: | |
Danger | |
H302, H314, H330, H335, H372, H410 | |
P260, P261, P264, P270, P271, P273, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P314, P320, P321, P330, P363, P391, P403+P233, P405, P501 | |
NFPA 704 (fire diamond) | |
Lethal dose or concentration (LD, LC): | |
LCLo (lowest published)
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NIOSH (US health exposure limits): | |
PEL (Permissible)
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TWA 0.05 ppm (0.4 mg/m3)[3] |
REL (Recommended)
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C 0.05 ppm (0.4 mg/m3) [skin][3] |
IDLH (Immediate danger)
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2 mg/m3[3] |
Related compounds | |
Related compounds
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SDBS
5-chloro-2-quinolinecarbonitrile |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Exposure causes a burning sensation and tearing of the eyes to the extent that the subject cannot keep their eyes open, and a burning irritation of the mucous membranes of the nose, mouth and throat, resulting in profuse coughing, nasal mucus discharge, disorientation, and difficulty breathing, partially incapacitating the subject. CS gas is an aerosol of a volatile solvent (a substance that dissolves other active substances and that easily evaporates) and 2-chlorobenzalmalononitrile, which is a solid compound at room temperature. CS gas is generally accepted as being non-lethal.