2,4,6-Trimethylpyridine
Structural Formula Vector Image
Title: 2,4,6-Trimethylpyridine
CAS Registry Number: 108-75-8
Additional Names: g-Collidine; sym-collidine; 2,4,6-collidine; a,g,-collidine
Molecular Formula: C8H11N
Molecular Weight: 121.18
Percent Composition: C 79.29%, H 9.15%, N 11.56%
Literature References: Found in small amts in coal tar, in shale oil. Produced commercially from coal tar to some extent; also produced by the Hantzsch pyridine synthesis: Hantzsch, Ann. 215, 1 (1882); Mosher in Heterocyclic Compounds vol. 1, R. C. Elderfield, Ed., (John Wiley, New York, 1950) pp 462-472; from acetone and ammonia: Mosher in Kirk-Othmer Encyclopedia of Chemical Technology vol. 11 (New York, 1953) p 287, cf. Dürkopf, Ber. 21, 2713 (1888); from paraldehyde, acetone, ammonium acetate, and ammonia water: DE 349267; Frdl. 14, 539; from 3,5-dimethyl-2-cyclohexen-1-one, ammonium acetate, and ammonia water: Frank, Meikle, J. Am. Chem. Soc. 72, 4184 (1950).
Properties: Liquid. Aromatic odor. d416.4 0.9191; d422.1 0.9166 (commercial grade: d15.515.5 0.920-0.935, approx 7.74 lbs/gal). mp -46°. bp762 170.5°; bp760 171°; bp31 65°; bp2.7 10°. nD25 1.4959; nD22.1 1.49770. pKa (25°): 6.69. Flash pt 136°F. Dielectric constant at 22° = 6.6 (l = 70 cm). More sol in cold water than in hot water: 20.8 g/100 ml at 6°; 3.5 g/100 ml at 20°; 1.8 g/100 ml at 100°. Miscible with ether. Sol in methanol, ethanol, chloroform, benzene, toluene, dil acids.
Melting point: mp -46°
Boiling point: bp762 170.5°; bp760 171°; bp31 65°; bp2.7 10°
Flash point: Flash pt 136°F
pKa: pKa (25°): 6.69
Index of refraction: nD25 1.4959; nD22.1 1.49770
Density: d416.4 0.9191; d422.1 0.9166 (commercial grade: d15.515.5 0.920-0.935, approx 7.74 lbs/gal)

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