Title: s-Triazine
CAS Registry Number: 290-87-9
CAS Name: 1,3,5-Triazine
Molecular Formula: C3H3N3
Molecular Weight: 81.08
Percent Composition: C 44.44%, H 3.73%, N 51.83%
Literature References: Originally prepd in 1895 and incorrectly identified as "dimeric hydrocyanic acid," C2H2N2. Prepn: C. Grundmann, A. Kreutzberger,
J. Am. Chem. Soc. 76, 632, 5646 (1954). Reactivity and use in synthesis of heterocycles:
eidem, ibid. 77, 44, 6559 (1955). IR and Raman spectroscopy: J. Goubeau
et al., J. Phys. Chem. 58, 1078 (1954). X-ray crystal structure: P. J. Wheatley,
Acta Crystallogr. 8, 224 (1955). Determn of enthalpy of combustion and sublimation: K. Bystr?m,
J. Chem. Thermodynam. 14, 865 (1982). Molecular structure: C. A. Morrison
et al., J. Phys. Chem. A 101, 10029 (1997). Review of applications in organic chemistry: T. Güthner,
Chim. Oggi 17, 12-14 (1999); G. Giacomelli
et al., Curr. Org. Chem. 8, 1497-1519 (2004).
Properties: Rhombohedral crystals, mp 86°. bp760 114°.
Extremely volatile. Hydrolyzes to formamide upon contact with water. Store in a tightly sealed container.
Melting point: mp 86°
Boiling point: bp760 114°
Use: Reagent in oxidation reactions, in synthesis of heterocycles. Triazine derivatives are used as herbicides, pharmaceuticals, complexation agents, peptidomimetic building blocks, and dyes.
