Reduction of some ketones using sulphurated sodium borohydride (NaBH2S3): Kinetics and mechanism

V. M.Sadagopa Ramanujam, Norman M. Trieff

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

Rates of sulphurated sodium borohydride (NaBH2S3) reduction of some ketones (acetone, acetophenones, benzophenones, and fluorenone) in tetrahydrofuran have been measured. Results for the two series (acetophenones and benzophenones) studied fit the Hammett equation with high ρ+ values (+2.531 for acetophenones and +1.982 for benzophenones) thus suggesting that BH2S3- ion is a moderately strong nucleophile. Thermodynamic parameters have been evaluated and a suitable mechanism for these reactions has been proposed.

Original languageEnglish (US)
Pages (from-to)1811-1815
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number15
DOIs
StatePublished - 1976
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry

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