Question

Chloride ion is a strong nucleophile and bromide is a good leaving group. The major product of treating (S)-2-bromobutane with NaCl in CH3C(O)CH3 (acetone) is _________. (1S,2R)-1-chloro-2-bromobutane cis-2-butene (1R,2S)-1-chloro-2-bromobutane (S)-2-chlorobutane trans-2-butene (R)-2-chlorobutane

Answer 1

Answer:

Chloride ion is a strong nucleophile and bromide is a good leaving group. The major product of treating (S)-2-bromobutane with NaCl in CH3C(O)CH3 (acetone) is _________. (1S,2R)-1-chloro-2-bromobutane cis-2-butene (1R,2S)-1-chloro-2-bromobutane (S)-2-chlorobutane trans-2-butene (R)-2-chlorobutane

Explanation:

The reaction of (S)-2-bromobutane with NaCl in CH3C(O)CH3 (acetone) forms the following product:

The answer is (R)-2-chlorobutane.

The reaction take splace through $S_{N} _2$ mechansim and inversion in configuration happens.