Class Summary          08/30/04

 

08/30               How to Separate Effects of Resonance and Induction?

 

Useful References:

 

Siggel, M.R. and Thomas, T.D.

Why are Organic Acids Stronger than Organic Alcohols?

J. Am. Chem. Soc. (1986) 108, 4360-4363.

 

Wiberg, K.B., Ochterski, J. and Streitwieser, A.

Origin of the Acidity of Enols and Carboxylic Acids

J. Am. Chem. Soc. (1996) 118, 8291-8299.

 

Taft, R.W., Koppel, I.A., Topsom, R.D. and Anvia, F.

Acidities of OH compounds, including alcohols, phenol, carboxylic acids, and mineral acids

J. Am. Chem. Soc. (1990) 112, 2047-2052.

 

Rablen, P.R.

Is the Acetate Anion Stabilized by Resonance or Electrostatics?  A Systematic Structural Comparison

J. Am. Chem. Soc. (2000) 122, 357-368.

 

Useful Links:

 

NIST Web Book (for Gas Phase Acidities and Electron Affinities)

 

Gas Phase Acidity Tables

 

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