alpha-Picoline

Title: a-Picoline
CAS Registry Number: 109-06-8
CAS Name: 2-Methylpyridine
Molecular Formula: C6H7N
Molecular Weight: 93.13
Percent Composition: C 77.38%, H 7.58%, N 15.04%
Literature References: Found in coal tar and in bone oil. Synthesis (40-50% yield) from cyclohexylamine with excess ammonia and zinc chloride at 350°: Nordt, PB Report 704 (1941). Prepn from ethylene-mercuric acetate adduct and ammonia water (70% yield): Gumboldt, Feichtinger, Z. Naturforsch. 4b, 123 (1949). Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 4, 119 (1951). Physical properties: Biddiscombe et al., J. Chem. Soc. 1954, 1957. Review of the various methods of condensing aldehydes, ketones, ethylene, butadiene, etc., with ammonia: F. Brody, P. R. Ruby in A. Weissberger, The Chemistry of Heterocyclic Compounds vol. 14, part I (New York, 1960) pp 99-589. Contains 1851 references.
Properties: Colorless liquid; strong unpleasant odor. mp -70°. bp 128-129°. d415 0.950; nD20 1.501. Freely sol in water; miscible with alcohol, ether. LD50 orally in rats: 1.41 g/kg (Smyth).
Melting point: mp -70°
Boiling point: bp 128-129°
Index of refraction: nD20 1.501
Density: d415 0.950
Toxicity data: LD50 orally in rats: 1.41 g/kg (Smyth)
CAUTION: Irritating to respiratory tract.
Use: Solvent; intermediate in the dye and resins industries.
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