Origin of the Acidity of Enols and Carboxylic Acids
Author:
Affiliation:
1. Contribution from the Department of Chemistry, Yale University, New Haven, Connecticut 06520, Department of Chemistry, University of California, Berkeley California 94720, and Lorentzian, Inc., 140 Washington Ave., North Haven, Connecticut 06473
Publisher
American Chemical Society (ACS)
Subject
Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis
Link
https://pubs.acs.org/doi/pdf/10.1021/ja960631m
Reference32 articles.
1. Wheland, G. W.Resonance in Organic Chemistry; Wiley: New York, 1955; p 345.
2. Cf. Lowry, T. H.; Richardson, K. S.Mechanism and Theory in Organic Chemistry, 3rd ed.; Harper and Row: New York, 1987; p 6. Streitwieser, A.; Heathcock, C. H.; Kosower, E. M.Introduction to Organic Chemistry, 4th ed.; Macmillan: New York, 1992; p 486. Ege, S.Organic Chemistry, 2nd ed.; Heath: Lexington, MA, 1989; p 95.
3. Why are organic acids stronger acids than organic alcohols?
4. The role of resonance and inductive effects in the acidity of carboxylic acids
5. Acidity of (Z)- and (E)-methyl acetates: relationship to Meldrum's acid
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