Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 17, Problem 17.55AP
Interpretation Introduction

(a)

Interpretation:

The reason as to why triphenylmethane is a strong hydrocarbon acid is to be stated.

Concept introduction:

Acidity of a compound is its tendency to donate a proton. It depends upon the formation of the stable conjugate base or stable carbanion. Stronger the conjugate base, weaker is the acid and vice versa.

Interpretation Introduction

(b)

Interpretation:

The reason as to why fluoradene is more acidic than triphenylmethane is to be stated.

Concept introduction:

Acidity of a compound is its tendency to donate a proton. It depends upon the formation of the stable conjugate base or stable carbanion. Stronger the conjugate base, weaker is the acid and vice versa.

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From the given compound, choose the proton that best fits each given description. a CH2 CH 2 Cl b с CH2 F Most shielded: (Choose one) Least shielded: (Choose one) Highest chemical shift: (Choose one) Lowest chemical shift: (Choose one) ×
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