7827. Propionitrile

Nomenclature

CAS number: 107-12-0
Propanenitrile; ethyl cyanide.
C3H5N; mol wt 55.08.
C 65.42%, H 9.15%, N 25.43%.

Description and references

Prepd by dehydration of propionamide (or propionic acid + NH3) or by distilling ethyl sulfate and concd aq KCN, also by reduction of acrylonitrile. Studies as duodenal ulcerogen in rats: S. Szabo et al., Res. Commun. Chem. Pathol. Pharmacol. 16, 311 (1977); L. M. Lichtenberger et al., Gastroenterology 73, 1305 (1977). Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 4, 119 (1951).

Chemical structure

Properties

Liquid. Flammable. Poisonous when heated to decompn or on contact with acids. Pleasant, ethereal, sweetish odor. d40 0.8020; d420 0.7818; d430 0.7716; d456 0.7515; d470.2 0.7291. mp -91.8°. bp760 97.2°; bp400 77.7°; bp200 58.2°; bp100 41.4°; bp60 30.1°; bp40 22.0°; bp20 8.8°; bp10 -3.0°; bp5 -13.6°; bp1.0 -35.0°. nD15 1.36812; nD20 1.36585; nD30 1.36132. Flash point, closed cup: 43°F (6°C). Soly in water at 40° = 11.9 g/100 g H2O; at 100° = 29 g/100 g H2O. Misc with alcohol, ether, DMF. LD50 orally in rats: 39 mg/kg (Smyth).

Caution

Readily absorbed through skin; irritating to eyes and respiratory system. Potential symptoms of overexposure are nausea, vomiting, chest pains, weakness, stupor, convulsions. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 266.

Use

Reagent and solvent in organic synthesis.