Issue 0, 1972

220 MHz nuclear magnetic resonance analysis and selective deuteriodeprotonation of benzo[a]pyrene and 6-methylbenzo[a]pyrene

Abstract

An analysis of the 220 MHz magnetic resonance spectra of the carcinogenic benzo[a]pyrene (1) and 6-methylbenzo[a]pyrene (2) is presented. A study of proton exchange in sulphuric [2H2]acid is used to determine the specific positions of electrophilic substitution. Electrophilic attack on compound (1) takes place predominantly at the 6-position, and then at the 1- and 3-positions, whereas in compound (2) the most active positions are C-1, C-3, and C-5, with C-5 the least active of the three.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 1253-1256

220 MHz nuclear magnetic resonance analysis and selective deuteriodeprotonation of benzo[a]pyrene and 6-methylbenzo[a]pyrene

E. Cavalieri and M. Calvin, J. Chem. Soc., Perkin Trans. 1, 1972, 1253 DOI: 10.1039/P19720001253

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