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Topic: NMR spectrum of conjugated carbonyl  (Read 1953 times)

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Offline Staccato09

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NMR spectrum of conjugated carbonyl
« on: January 23, 2014, 12:05:02 AM »
In a conjugated carbonyl, why does the vinyl hydrogen closest to the carbonyl absorb more upfield than than the vinyl hydrogen farthest from the carbonyl? Shouldnt the vinyl hydrogen closest to the carbonyl be more deshielded? Thank you!
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Offline clarkstill

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Re: NMR spectrum of conjugated carbonyl
« Reply #1 on: January 23, 2014, 02:52:11 AM »
Think about the resonance forms of an unsaturated carbonyl group... why do electrophiles attack at the beta position rather than the alpha?
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Offline Staccato09

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Re: NMR spectrum of conjugated carbonyl
« Reply #2 on: January 23, 2014, 11:59:32 PM »
Ah! That makes sense. Thanks!
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