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Question

The major organic product(s) in the reaction given below is/are :

CH3OCH(CH3)2+HI Product(s)

A
ICH2OCH(CH3)2
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B
CH3OC(I)(CH3)2
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C
CH3OH+(CH3)2CHI
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D
CH3I+(CH3)2CHOH
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Solution

The correct option is C CH3I+(CH3)2CHOH

The complete reaction is as follows:

CH3OCH(CH3)2+HI CH3I+(CH3)2CHOH

When unsymmetrical ethers are heated with HI, the site of cleavage depends on the nature of the alkyl group.

When alkyl groups are either primary or secondary, the halogen atom attaches to the smaller and less complex alkyl group.

Hence, the products obtained are CH3I and (CH3)2CHOH.

Option D is correct.

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