Title: 2,2¢-Azobisisobutyronitrile
CAS Registry Number: 78-67-1
CAS Name: 2,2¢-Azobis[2-methylpropanenitrile]
Additional Names: AIBN; a,a¢-azodiisobutyronitrile; 2,2¢-dicyano-2,2¢-azopropane
Trademarks: Porofor-57
Molecular Formula: C8H12N4
Molecular Weight: 164.21
Percent Composition: C 58.51%, H 7.37%, N 34.12%
Literature References: Prepn by oxidation of a,a¢-hydrazobutyric acid dinitrile: Overberger et al., J. Am. Chem. Soc. 71, 2661 (1949); Horner, Schwenk, Ann. 566, 69 (1950); from 2-aminoisobutyronitrile + NaOCl: GB 672106 (1952 to Rohm & Haas); Anderson, US 2711405 (1955 to du Pont); from 2,2¢-dichloro-2,2¢-azopropane: Benzing, Ann. 631, 1 (1960); GB 929182 (1963 to Monsanto).
Properties: Crystals from ethanol + water, dec 107°. uv max (ethanol): 345 nm. Soly in methanol at 0°, 20°, 40°: 1.8, 4.96, 16.06 g/100 ml. Soly in ethanol at 0°, 20°, 40°: 0.58, 2.04, 7.15 g/100 ml. Can explode when dissolved in acetone: Carlisle, Chem. Eng. News 27, 150 (1949).
Absorption maximum: uv max (ethanol): 345 nm
CAUTION: In the organism, forms HCN which is found in blood, liver and brain: Rusin, C.A. 56, 2682f (1962).
Use: Blowing agent for elastomers and plastics. Initiator for free radical reactions: Griesbaum et al., J. Org. Chem. 30, 261 (1965). |