Which one of the following is most reactive towards substitution nucleophilic unimolecular (S1) reactions?
1. C6H5CH(C6H5)Br
2. C6 H3CH(Br)CH3
3. C6H5C(CH3)(C6H5)Br
4. C6H5CH2Br
This question was previously asked in
Shift 10/06/2023 8:30 AM - 10:30 AM
A
reactions? 1. C6H5CH(C6H5)Br
B
C6 H3CH(Br)CH3
C
C6H5C(CH3)(C6H5)Br
D
C6H5CH2Br
Correct Answer
C6H5C(CH3)(C6H5)Br
Detailed Explanation
SN1 reactions proceed via the formation of a carbocation intermediate. More stable is the carbocation more reactive is the alkyl/aryl halide towards SN1.
In C6H5C+(CH3)(C6H5) carbocation, the two phenyl rings by their - R effect and -CH3 by its +I effect diminish the positive charge and make it stable.
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