Bifunctional catalysis of the enolization of acetone
Journal Article
·
· Journal of the American Chemical Society
The third-order term for acid--base catalysis of acetone enolization was found to exhibit a Bronsted βAB value of 0.15, a solvent isotope effect of kH2O/k/D2O/ = 2.0, and a C--H isotope effect of kH/kD = 5.8. It is concluded that this reaction represents true bifunctional catalysis with partial proton abstraction by acetate ion and a significant movement of the proton of acetic acid toward the carbonyl oxygen atom in the transition state.
- Research Organization:
- Brandeis Univ., Waltham, MA
- Sponsoring Organization:
- USDOE
- NSA Number:
- NSA-33-014283
- OSTI ID:
- 4130028
- Journal Information:
- Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 24 Vol. 97; ISSN 0002-7863
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
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