Comparing Stability of Allylic Carbanions

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gpavanb
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Homework Statement


Look at the diagram accompanying the question. Which has least C-H bond energy?


The Attempt at a Solution


On cleavage of a C-H bond, a carbanion is formed as carbon is more electronegative than hydrogen. So cleavage of (b) results in a carbanion stabilized by resonance
 

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gpavanb said:

Homework Statement


Look at the diagram accompanying the question. Which has least C-H bond energy?


The Attempt at a Solution


On cleavage of a C-H bond, a carbanion is formed as carbon is more electronegative than hydrogen. So cleavage of (b) results in a carbanion stabilized by resonance

You can form 2 allylic (stabilized by resonance) carbanions (a and b). Which one is most stable?
 
Cleavage of a results in a vinylic carbanion. b forms the more stable allylic carbanion