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Question
The most stable enol form of the following compound is :
The most stable enol form of the following compound is :
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Solution
The correct option is C
The compounds (a) and (d) are highly unstable because double bond is on bridge-head, and hence violates Bredt's rule.
Between (b) and (c) :
In (b) , one 6 memebered ring can be formed by intramolecular hydrogen bonding as shown :
In (c) , two rings, one 6 membered and one 5 membered can be formed by intramolecular hydrogen bonding as shown :
So, (c) is more stable than (b) and hence the most stable.
hydrogen bonding , six membered ring
The compounds (a) and (d) are highly unstable because double bond is on bridge-head, and hence violates Bredt's rule.
Between (b) and (c) :
In (b) , one 6 memebered ring can be formed by intramolecular hydrogen bonding as shown :
In (c) , two rings, one 6 membered and one 5 membered can be formed by intramolecular hydrogen bonding as shown :
So, (c) is more stable than (b) and hence the most stable.
hydrogen bonding , six membered ring
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