MHT CET Chemistry question

Select the ether among the following that yields methanol as one of the products on reaction with cold hydroiodic acid [MH CET 2014]

(A)1-Methoxybutane
(B)1-Methoxy-2-methylpropane
(C)2-Methoxy-2-methylpropaneCorrect
(D)Methoxybenzene

Answer: (C)

Solution

With a tertiary alkyl group the cleavage by cold HI proceeds by giving the tertiary iodide and methanol, so 2-methoxy-2-methylpropane gives ; the primary

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Question ID VK-079691