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In the reaction:

CH3 - C2CH4 - CH2 - O - CH2 - CH3 + HI + Δ 

Which of the following compounds will be formed?

1 Answer

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Best answer

Correct option (c)

Explanation :

The alkyl iodide produced depends on the nature of the alkyl groups. If one group is Me and the other a prirnary or secondary alkyl group, it is methyl iodide which is produced. This can be explained on the assumption that the mechanism is SN2, and because of the steric effect of the larger group, I- attacks the smaller methyl group.

When the substrate is a methyl t-alkyl ether, the products are t - RI and MeOH. This can be explained by an SN1 mechanism. the carbonium ion produced being the t-alkyl since tertiary carbonium ion is more stable than a primary or secondary carbonium ion.

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