Ethylenimine

Title: Ethylenimine
CAS Registry Number: 151-56-4
CAS Name: Aziridine
Additional Names: azacyclopropane; dimethylenimine
Molecular Formula: C2H5N
Molecular Weight: 43.07
Percent Composition: C 55.77%, H 11.70%, N 32.52%
Literature References: Prepd by treating 2-chloroethylamine hydrochloride with NaOH: Wystrach et al., J. Am. Chem. Soc. 77, 5915 (1955); 78, 1263 (1956); from b-aminoethylsulfuric acid by reaction with NaOH: Allen et al., Org. Synth. coll. vol. IV, 433 (1963). Acute toxicity: H. F. Smyth et al., J. Ind. Hyg. Toxicol. 23, 259 (1941). Toxicology: Weightman, Hoyle, J. Am. Med. Assoc. 189, 543 (1964). Review of carcinogenicity studies: IARC Monographs 9, 37 (1975).
Properties: Liquid. Intense odor of ammonia. Poisonous! Handle in hood only! Strongly alkaline. Polymerizes easily. d424 0.8321. mp -73.96°. bp760 56-57°. nD25 1.412. Vapor press. (20°) 160 mm Hg. Miscible with water. Sol in alc. Can be stored for some time over a few pellets of sodium hydroxide. LD50 orally in rats: 15 mg/kg (Smyth).
Melting point: mp -73.96°
Boiling point: bp760 56-57°
Index of refraction: nD25 1.412
Density: d424 0.8321
Toxicity data: LD50 orally in rats: 15 mg/kg (Smyth)
CAUTION: Potential symptoms of overexposure are nausea, vomiting; headache, dizziness; pulmonary edema; liver and kidney damage; eye burns; skin sensitization; irritation of eyes, skin, nose and throat. Potential occupational carcinogen. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 138.
Use: In the manuf of triethylenemelamine.
Ethylestrenol Ethylhexyl Triazone Ethylidene Chloride Ethylidene Diacetate Ethylidene Dicoumarol

Aziridine
Aziridine.svg Aziridine3d.png
Identifiers
CAS number 151-56-4 YesY
ChemSpider 8682 YesY
EC number 205-793-9
KEGG C11687 YesY
ChEBI CHEBI:30969 YesY
ChEMBL CHEMBL540990 YesY
Jmol-3D images Image 1
Properties
Molecular formula C2H5N
Molar mass 43.07 g mol−1
Appearance Clear colorless oily liquid[1]
Density 0.8321 g/mL 20 °C[2]
Melting point −77.9 °C; −108.2 °F; 195.2 K
Boiling point 56 °C; 133 °F; 329 K
Solubility in water miscible
Hazards
Flash point −11 °C; 12 °F; 262 K
Autoignition temperature 322 °C; 612 °F; 595 K
Explosive limits 3.6–46%
Related compounds
Related heterocycles Borirane
Ethylene oxide
Thiirane
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Aziridines are organic compounds containing the aziridine functional group, a three-membered heterocycle with one amine group (-NH-) and two methylene bridges (-CH
2
-).[3][4] The parent compound is aziridine (or ethylene imine), with molecular formula C
2
H
5
N
.