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Question

Select whether the following combinations of reactants will react by substitution (SN1orSN2 mechanism), elimination (E1orE2 mechanism).
(CH3)3COHHBr48%inH2O−−−−−−−−250C

A
SN1
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B
SN2
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C
E1
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D
E2
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Solution

The correct option is A SN1
t-butanol undergoes SN1 (Nucleophilic substitution unimolar) when treated with acid.
(CH3)3COH25C−−−HBr48H3CCBr
The reaction involves the protonation of -OH group followed by formation of carbocation. Generation of 3 cation is the rate determining step and is said to be unimolar i.e. SN1.

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