Phenacyl chloride
| Names | |
|---|---|
| Preferred IUPAC name 2-Chloro-1-phenylethan-1-one | |
| Other names 2-Chloro-1-phenylethanone α-Chloroacetophenone 2-Chloroacetophenone Chloromethyl phenyl ketone Phenyl chloromethyl ketone CN Weeping gas Mace | |
| Identifiers | |
| 3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.757 | 
| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
| 
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| 
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| Properties | |
| C8H7ClO | |
| Molar mass | 154.59 g·mol−1 | 
| Appearance | white to gray crystalline solid | 
| Odor | pungent and irritating | 
| Density | 1.324 g/cm3 | 
| Melting point | 54 to 56 °C (129 to 133 °F; 327 to 329 K) | 
| Boiling point | 244.5 °C (472.1 °F; 517.6 K) | 
| insoluble | |
| Vapor pressure | 0.005 mmHg (20 °C) | 
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
| Main hazards | Combustible | 
| GHS labelling: | |
| Danger | |
| H300, H311+H331, H315, H318, H334, H335 | |
| P280, P301+P310+P330, P302+P352+P312, P304+P340+P311, P305+P351+P338+P310 | |
| NFPA 704 (fire diamond) | |
| Flash point | 88 °C (190 °F; 361 K) | 
| Lethal dose or concentration (LD, LC): | |
| LCLo (lowest published) | 417 mg/m3 (rat, 15 min) 600 mg/m3 (mouse, 15 min) 465 mg/m3 (rabbit, 20 min) 490 mg/m3 (guinea pig, 30 min) 159 mg/m3 (human, 20 min) 850 mg/m3 (human, 10 min) | 
| NIOSH (US health exposure limits): | |
| PEL (Permissible) | TWA 0.3 mg/m3 (0.05 ppm) | 
| REL (Recommended) | TWA 0.3 mg/m3 (0.05 ppm) | 
| IDLH (Immediate danger) | 15 mg/m3 | 
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references | |
Phenacyl chloride, also commonly known as chloroacetophenone, is a substituted acetophenone. It is a useful building block in organic chemistry. Apart from that, it has been historically used as a riot control agent, where it is designated CN. It should not be confused with cyanide, another agent used in chemical warfare, which has the chemical structure CN−. Chloroacetophenone is thermally stable, and is the only tear agent that is distillable at ambient conditions.