a. Increasing acidity: p-Bromobenzoic acid, p-nitrobenzoic acid, 2,4-dinitrobenzoic acid NH2 NH2 ZHN b. Increasing basicity: O,N c. increasing reactivity in nucleophilic addition: d. increasing reactivity in nucleophilic acyl substitution: CH;CH,CH,CONH2, CH3CH2CH,COCI, CH3CH,CH2COOCH,CH,CH3

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.30P: Nicotinic acid, more commonly named niacin, is one of the B vitamins. Show how nicotinic acid can be...
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1. Rank the compunds in each group in order of:

a. Increasing acidity: p-Bromobenzoic acid, p-nitrobenzoic acid, 2,4-dinitrobenzoic acid
NH2
NH2
ZHN
b. Increasing basicity:
O,N
c. increasing reactivity in nucleophilic addition:
d. increasing reactivity in nucleophilic acyl substitution:
CH3CH2CH2CONH2, CH3CH2CH2COCI, CH3CH2CH2COOCH,CH,CH3
es
Transcribed Image Text:a. Increasing acidity: p-Bromobenzoic acid, p-nitrobenzoic acid, 2,4-dinitrobenzoic acid NH2 NH2 ZHN b. Increasing basicity: O,N c. increasing reactivity in nucleophilic addition: d. increasing reactivity in nucleophilic acyl substitution: CH3CH2CH2CONH2, CH3CH2CH2COCI, CH3CH2CH2COOCH,CH,CH3 es
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