The haloalkane shown reacts with dilute aqueous $NaOH$ under conditions where the substitution is a clean SN2 process. Which structure is the main substitution product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: A

SN2 proceeds by backside attack, so the configuration at the stereocentre is inverted (Walden inversion). (R)-2-Bromobutane therefore gives (S)-butan-2-ol, not the retained (R)-alcohol; but-2-ene (elimination) and butan-1-ol (wrong position) are not formed here.

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The haloalkane shown reacts with dilute aqueous NaOH under conditions where the substitution is a clean SN2 process. Which structure is the main substitution product?

Answer: A

More questions on SN2 stereochemistry on drawn chiral halides

The haloalkane shown reacts with dilute aqueous $NaOH$ under conditions where the substitution is a clean SN2 process. Which structure is the main substitution product?