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

E. Cavalieri, M. Calvin

Research output: Contribution to journalArticle

18 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)1253-1256
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - 1972

ASJC Scopus subject areas

  • Chemistry(all)

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