In an SN1 reaction on chiral centers, there is
- inversion more than retention leading to partial racemisation
- 100% retention
- 100% inversion
- 100% racemisation
Answer
(1) inversion more than retention leading to partial racemisation
Solution
In an SN1 reaction the leaving group departs first, giving a planar (sp2) carbocation.
⇒ The nucleophile can attack from both faces, so both inverted and retained products form; as per NCERT, SN1 reactions of optically active halides are accompanied by racemisation.
∵ The departing halide ion stays close to the front face for a short time (ion pair) and partly shields it, attack from the back side is slightly favoured.
∴ Inversion is more than retention ⇒ partial racemisation.
Answer: (1)