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

V-M Ramanujam, Norman M. Trieff

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4 Citations (Scopus)

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
StatePublished - 1976

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Benzophenones
Acetophenones
Ketones
Kinetics
Nucleophiles
Acetone
Thermodynamics
Ions
sodium borohydride

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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