Answered: phenyl acetate cyclohexyl acetate

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Chemistry

phenyl acetate cyclohexyl acetate

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.10: Nucleophilic Addition Of Alcohols: Acetal Formation

Problem 15P

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

(a) Propose an explanation for the difference in the frequency of the carbonyl absorptions of phenyl acetate (1765 cm−1) and cyclohexyl acetate (1738 cm−1), (b) Which carbonyl group is more effectively stabilized by resonance? (c) Which ester reacts faster when treated with aqueous base?

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