Acetone chemical ionization studies. VIII: pyridine derivatives

Eur. J. Mass Spectrom. 1, 539–543 (1995)
DOI: 10.1255/ejms.89

Acetone chemical ionization studies. VIII: pyridine derivatives

M. Vairamani,^* S. Prabhakar, N. Prasada Raju and G.K. Viswanadha Rao
Indian Institute of Chemical Technology, Hyderabad 500 007, India.

ABSTRACT:

Acetone chemical ionization mass spectra of pyridine and 23 isomeric alkyl, dialkyl, amino, hydroxy, cyano and halo pyridines were studied. The formation of [M + H]⁺ ions and the adducts corresponding to [M + 43]⁺and [M + 59]⁺ ions is controlled by the proton affinity of the substrate and the position of the substituent. The acetylation reaction is less pronounced in 2-substituted pyridines due to steric factors, except in amino and hydroxypyridines where the acetylated ion is stabilized through hydrogen bonding. Collision-induced dissociation (CID) spectra of [M + 43]⁺ ions of isomeric amino and hydroxypyridines suggest acetylation occurs mainly at the ring nitrogen.

Keywords: No keywords available

You can buy this paper on-line in PDF format; it costs only £11.75. Just click on the BUY on-line button. You can pay on-line through a secure server and get access immediately.