Q.

Consider the following compound. 

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If the above compound is treated with excess of NaCN (in acetone),how many CN group would be incorporated by SN2 reaction ?

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answer is 3.

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Detailed Solution

Only the circled groups (leaving groups) will be substituted by CN (nucleophile) in SN2 reaction
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Cl (a) (aryl),Cl(b) and I(c) (vinyl) are attached to sp2, sp sp2 carbons respectively and they will not be substituted here. 
 Number of circled groups=3

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