Consider the para-substituted aromatic ketones, NO,CeH,COCH3 (p-nitroacetophenone) and CH30OC,H,COCH3 (p-methoxyacetophenone). a. Which carbonyl compound is more stable? b. Which compound forms the higher percentage of hydrate at equilibrium? c. Which compound exhibits a carbonyl absorption at higher wavenumber in its IR spectrum? Explain your reasoning in each part.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 37AP: The 1H NMR spectrum of bullvalene at 100 C consists only of a single peak at 4.22 . Explain.
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Consider the para-substituted aromatic ketones, NO,CeH,COCH3 (p-nitroacetophenone) and CH30OC,H,COCH3
(p-methoxyacetophenone).
a. Which carbonyl compound is more stable?
b. Which compound forms the higher percentage of hydrate at equilibrium?
c. Which compound exhibits a carbonyl absorption at higher wavenumber in its IR spectrum? Explain your reasoning in each
part.
Transcribed Image Text:Consider the para-substituted aromatic ketones, NO,CeH,COCH3 (p-nitroacetophenone) and CH30OC,H,COCH3 (p-methoxyacetophenone). a. Which carbonyl compound is more stable? b. Which compound forms the higher percentage of hydrate at equilibrium? c. Which compound exhibits a carbonyl absorption at higher wavenumber in its IR spectrum? Explain your reasoning in each part.
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