write the mechanism of the following sn1 reaction .
(ch3)3 cbr with aq naoh gives (ch3)3 coh + nabr
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When 2-bromo-2-methylpropane is refluxed with an aqueous solution of sodium hydroxide, the nucleophilic hydroxide ion substitutes the bromine of the tertiary halogenoalkane to form the tertiary alcohol 2-methylpropan-2-ol: 2-bromo-2-methylpropane + sodium hydroxide → 2-methylpropan-2-ol + sodium bromide (CH3)3CBr
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Answer: The mechanism of the given reaction is unimolecular nucleophilic substitution .
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Mechanism of the reaction is unimolecular nucleophilic substitution and It takes place in two steps as:
- The bond between carbon and bromine in tertiary alkyl halide is polar and covalent. The cleavage of this bond leads to the removal of the leaving group (bromide ion). An intermediate carbocation is produced when the bromide ion leaves from the tertiary butyl bromide.
- The carbocation is attacked by the nucleophile in the second step of the reaction process which yields the tertiary alcohol as product.
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