Methacrylonitrile
Structural Formula Vector Image
Title: Methacrylonitrile
CAS Registry Number: 126-98-7
CAS Name: 2-Methyl-2-propenenitrile
Additional Names: isopropenylnitrile; a-methylacrylonitrile; isopropene cyanide
Molecular Formula: C4H5N
Molecular Weight: 67.09
Percent Composition: C 71.61%, H 7.51%, N 20.88%
Line Formula: CH2=C(CH3)CºN
Literature References: Prepd by vapor-phase catalytic oxidation of methallylamine: Peters et al., Ind. Eng. Chem. 40, 2046 (1948); US 2375016 (1945 to Shell); by the dehydration of methacrylamide: Kung, US 2373190 (1945 to Goodrich); from isopropylene oxide and ammonia: Spillane, Kayser, US 2557703 (1951 to Allied Chem.). Toxicity study: Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962).
Properties: Liquid. d420 0.8001; d430 0.7896. mp -35.8°. bp760 90.3°. nD20 1.4007; nD30 1.3954. Flash pt, open cup: 55°F (13°C). Viscosity (20°): 0.392 cP. Surface tension at 20°, 24.4 dynes/cm. Soly in water at 20° = 2.57 wt-%, at 50° = 2.69 wt-%. Soly of water in methacrylonitrile at 20° = 1.62 wt-%, at 50° = 2.83 wt-%. Misc with acetone, octane, toluene at 20-25°. LD50 orally in rats: 0.25 ml/kg (Smyth).
Melting point: mp -35.8°
Boiling point: bp760 90.3°
Flash point: Flash pt, open cup: 55°F (13°C)
Index of refraction: nD20 1.4007; nD30 1.3954
Density: d420 0.8001; d430 0.7896
Toxicity data: LD50 orally in rats: 0.25 ml/kg (Smyth)
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin; lacrimation. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 198.
Use: In prepn of homopolymers and copolymers; as an intermediate in the prepn of acids, amides, amines, esters, nitriles.

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