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Chapter 6: Acidity and Basicity

Ch 1 contents

Structural Factors affecting Acidity : Orbital

Impact : large.... ΔpKa approx. upto 25 units e.g. consider CH3CH3 (pKa = 50) vs H2C=CH2 (pKa = 45) vs HCCH (pKa = 25)

While the orbital / hybridisation effect is quite large, is has fairly limited application.

ACIDITY : Look for factors that stabilise the conjugate base...we do this by simply removing the H+:

 


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© Dr. Ian Hunt, Department of Chemistry University of Calgary