Aziridine
Aziridine is an organic compound consisting of the three-membered heterocycle C2H5N. It is a colorless, toxic, volatile liquid that is of significant practical interest. Aziridine was discovered in 1888 by the chemist Siegmund Gabriel. Its derivatives, also referred to as aziridines, are of broader interest in medicinal chemistry.
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| Names | |||
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| Preferred IUPAC name
Aziridine | |||
| Systematic IUPAC name
Azacyclopropane | |||
| Other names
Azirane Ethylene imine Aminoethylene Dimethyleneimine Dimethylenimine Ethylimine | |||
| Identifiers | |||
3D model (JSmol) |
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| 102380 | |||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider | |||
| ECHA InfoCard | 100.005.268 | ||
| EC Number |
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| 616 | |||
| KEGG | |||
PubChem CID |
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| RTECS number |
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| UNII | |||
| UN number | 1185 | ||
CompTox Dashboard (EPA) |
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| Properties | |||
| C2H5N | |||
| Molar mass | 43.069 g·mol−1 | ||
| Appearance | Colorless oily liquid | ||
| Odor | ammonia-like | ||
| Density | 0.8321 g/mL 20 °C | ||
| Melting point | −77.9 °C (−108.2 °F; 195.2 K) | ||
| Boiling point | 56 °C (133 °F; 329 K) | ||
| miscible | |||
| Vapor pressure | 160 mmHg (20°C) | ||
| Hazards | |||
| Occupational safety and health (OHS/OSH): | |||
Main hazards |
highly flammable and toxic | ||
| GHS labelling: | |||
| Danger | |||
| H225, H300, H310, H314, H330, H340, H350, H411 | |||
| P201, P202, P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P301+P330+P331, P302+P350, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P320, P321, P322, P330, P361, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501 | |||
| NFPA 704 (fire diamond) | |||
| Flash point | −11 °C (12 °F; 262 K) | ||
| 322 °C (612 °F; 595 K) | |||
| Explosive limits | 3.6–46% | ||
| Lethal dose or concentration (LD, LC): | |||
LC50 (median concentration) |
250 ppm (rat, 1 hr) 250 ppm (guinea pig, 1 hr) 62 ppm (rat, 4 hr) 223 ppm (mouse, 2 hr) 56 ppm (rat, 2 hr) 2236 ppm (mouse, 10 min) | ||
LCLo (lowest published) |
25 ppm (guinea pig, 8 hr) 56 ppm (rabbit, 2 hr) | ||
| NIOSH (US health exposure limits): | |||
PEL (Permissible) |
OSHA-Regulated Carcinogen | ||
REL (Recommended) |
Ca | ||
IDLH (Immediate danger) |
Ca [100 ppm] | ||
| Related compounds | |||
Related heterocycles |
Borirane Ethylene oxide Thiirane | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |||
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