Question

Give reason why neopentyl chloride does not undergo was with sn2 reaction

Answer 1

when neopentyl chloride undergoes sn2 reaction. the chloride will be leaving group and the neuclophile will attack from the back side which is sterically hindered by three bulky groups.....so neopentyl chloride will no undergo sn2

Answer 2

Explanation:

• The leaving group in the neopentyl chlorine is –Cl.

• The $\mathrm{S}_{\mathrm{N}} 2$ reaction is completely depends upon the electrophilicity of the carbon atom being attacked.

• In neopentyl compound due to the presence of three methyl groups that produce +I effect to the carbon atom attached to the leaving group chlorine. Hence, electrophilic nature of the carbon being reduced.

• Therefore, the neopentyl chloride does not undergo was with $\mathrm{S}_{\mathrm{N}} 2$ reaction.

The structure of neopentyl chloride is as follows in the attachment: