Title: Pyridinium Chlorochromate
CAS Registry Number: 26299-14-9
CAS Name: Chlorotrioxochromate(1-), hydrogen, compd with pyridine (1:1)
Synonyms: PCC
Molecular Formula: C5H6ClCrNO3
Molecular Weight: 215.56
Percent Composition: C 27.86%, H 2.81%, Cl 16.45%, Cr 24.12%, N 6.50%, O 22.27%
Literature References: Oxidizing agent for the efficient conversion of primary or secondary alcohols to carbonyl compounds. Prepn: R. J. Meyer, H. Best,
Z. Anorg. Allg. Chem. 22, 192 (1899); J. Bernard, M. Camelot,
C.R. Hebd. Seances Acad. Sci. 258, 5881 (1964); and use as an oxidant: E. J. Corey, J. W. Suggs,
Tetrahedron Lett. 1975, 2647. Improved prepn: S. Agarwal
et al., Tetrahedron 46, 4417 (1990). Oxidation, ring enlargement of furans to pyranones: G. Piancatelli
et al., Tetrahedron Lett. 1977, 2199; oxidation of tertiary allylic alcohols: W. G. Dauben, D. M. Michno,
J. Org. Chem. 42, 682 (1977). Role in oxidative cationic cyclization: E. J. Corey, D. L. Boger,
Tetrahedron Lett. 1978, 2461.
Review: G. Piancatelli
et al., Synthesis 1982, 245-258.
Properties: Orange-yellow solid, mp 205° (dec). Insol in dichloromethane.
Melting point: mp 205° (dec)
Use: Oxidizing agent in organic synthesis.
