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Q.

Consider the following compound. 

Question Image

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