Engineering
Chemistry
Alkene
Reactions of Organometallic Compound Grignard Reagents
Question


Select the product from the following

III

I, II

I, III

II, III

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Solution

The reaction is a nucleophilic substitution (SN2) where CN⁻ attacks the alkyl halide. The stereochemistry inverts due to backside attack.

Reactant is (R)-2-bromobutane: CH3CHBrCHCH3 with chiral center (R).

Product is 2-cyanobutane: CH3CHCNCHCH3 with inverted (S) configuration.

Only structure III shows the correct (S) stereochemistry after inversion. Structures I and II are incorrect representations.

Final Answer: III