Hydrolysis of nitrite esters: Putative intermediates in the biotransformation of organic nitrates

Felicity Buckell, Jeffrey D. Hartry, Umarani Rajalingam, Brian M. Bennett, Ralph A. Whitney, Gregory R.J. Thatcher

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Study and comparison of the pH-independent hydrolysis of eight alkyl nitrites shows 3-nitroso-1,2-glyceryl dinitrate, a putative intermediate in the biotransformation of glyceryl trinitrate, to be unexpectedly reactive and too labile to be detected as a biotransformation intermediate in aqueous solution, suggesting a role for neighbouring group participation by the β-nitrate group.

Original languageEnglish (US)
Pages (from-to)401-403
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number3
DOIs
StatePublished - 1994
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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