Question:
A halogen compound X (C\(_4\)H\(_9\)Br) on hydrolysis gave alcohol Y. The alcohol Y undergoes dehydration with 20\% H\(_3\)PO\(_4\) at 358 K. What is X?
A halogen compound X (C\(_4\)H\(_9\)Br) on hydrolysis gave alcohol Y. The alcohol Y undergoes dehydration with 20\% H\(_3\)PO\(_4\) at 358 K. What is X?
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Tertiary alkyl halides undergo SN1 reactions, forming stable carbocations, which easily dehydrate under acidic conditions.
Updated On: Mar 11, 2025
- (CH\(_3\))\(_3\)CBr
- (CH\(_3\))\(_2\)CHCH\(_2\)Br
- CH\(_3\)CH\(_2\)CH\(_2\)CH\(_2\)Br
- CH\(_3\)CH(Br)CH\(_2\)CH\(_3\)
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The Correct Option is A
Solution and Explanation
The halogen compound (CH\(_3\))\(_3\)CBr undergoes SN1 hydrolysis to form tertiary butanol.
This tertiary butanol dehydrates with H\(_3\)PO\(_4\) to give 2-methylpropene, following a carbocation mechanism.
Thus, (CH\(_3\))\(_3\)CBr is the correct halogen compound.
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