cyclopropenone (1640 cm-1) cyclohex-2-enone (1685 cm-1)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 36AP
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Although the carbonyl absorption of cyclic ketones generally shifts to higher wavenumber with decreasing ring size, the C = O of cyclopropenone absorbs at lower wavenumber in its IR spectrum than the C = O of cyclohex-2-enone. Explain this observation by using the principles of aromaticity.

cyclopropenone
(1640 cm-1)
cyclohex-2-enone
(1685 cm-1)
Transcribed Image Text:cyclopropenone (1640 cm-1) cyclohex-2-enone (1685 cm-1)
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