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Question

An alcohol $$(A)$$ on dehydration gives $$(B)$$ which adds bromine molecule to give $$(C)$$. $$(C)$$ on heating with sodamide gives $$(D)$$ which on hydration in the presence of $$Hg^{++}/H_2SO_4$$ gives $$(E)$$. $$E$$ on reduction by lithium aluminium hydride gives $$(A)$$. $$(E)$$ is also obtained on dry distillation of calcium salt of acetic acid. How many enolisable proton present in the product $$(E)$$?


A
2
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B
6
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C
3
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D
0
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Solution

The correct option is B 6
By given hint, it is clear that E is acetone hence overall sequences of reactions will be

929971_938795_ans_4ebf91ba577d452ea6a0653254946604.png

Chemistry

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