Carbon oxygen bond stability?

  • Thread starter SublimeGD
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2 quick ochem questions...

1. Why is a carbon oxygen double bond more thermodynamically stable than a carbon oxygen single bond?

2. Can -OH be a leaving group in basic conditions, it would seem strange to protinate it in basic conditions?

Thanks!
 

Answers and Replies

  • #2
chemisttree
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2 quick ochem questions...

1. Why is a carbon oxygen double bond more thermodynamically stable than a carbon oxygen single bond?

2. Can -OH be a leaving group in basic conditions, it would seem strange to protinate it in basic conditions?

Thanks!

More thermodynamically stable than what? Than RRC+-O-? Or R-CH2-OH?

OH is never a good leaving group unless the negative charge is somehow dealt with. In what base catalyzed reaction do you see OH- as a leaving group?
 

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