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Q.

Given are the two cleavage reactions:

(i) CH33COCH3CH3I+CH33COH

(ii) CH33COCH3CH3OH+CH33CI

Which of the following statements is correct?

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a

The reagent used both in reactions (i) and (ii) is concentrated HI

b

The reagent used in reaction (i) is anhydrous HI in ether and in reaction (ii) is concentrated HI

c

The reagent used in reaction (i) is concentrated HI and in reaction (ii) is anhydrous HI in ether

d

The reagent used both in reactions (i) and (ii) is anhydrous HI in ether

answer is A.

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Detailed Solution

The low polarity of solvent ether favors the SN2 mechanism and the high polarity of solvent water favours SN1 mechanism.

The mechanism is CH33COCH3+HICH33CO+|CH3+Γ                                                       H

SN1:  CH33CO+|CH3CH3OH+CH33C+ICH33CI;                           H

SN2: Γ+CH33CO+|CH3CH3I+HOCCH33                                    H

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