Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
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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On being heated with a solution of sodium ethoxide in ethanol, compound A (C7H15Br) yielded a mixture of two alkenes B and C, each having the molecular formula C7H14. Catalytic hydrogenation of the major isomer B or the minor isomer C gave only 3-ethylpentane. Suggest structures for compounds A, B, and C consistent with these observations.
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