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sharonfaith30 sharonfaith30
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Why is the expected stretching absorption of the C=O bond 1685 cm-1 for the structure I and 1715 cm-1 for structure II?




▸ Compound I lacks conjugation, which is present in compound II.

▸ The expected stretching absorption is lowered in all molecules with cyclohexane rings.

▸ Having fewer double bonds results in lowering of all of the stretching absorptions.

▸ The C to O double bond of compound I has greater single bond character than the C to O double bond of compound II.

▸ Compound II has a C to O double bond with considerable single bond character, lowering the expected stretching absorption.
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Organic Chemistry

Organic Chemistry


Edition: 4th
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babolat00babolat00
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