Identify the one alkene that will not rearrange in the course of an electrophilic addition.
A
vinylcyclopropane
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B
2−methyl−2−butene
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C
methylenecyclopropene
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D
3,3−dimethyl1-1−butene
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Solution
The correct option is C2−methyl−2−butene A carbocation from an unstable state to a more stable state through the use of various structural reorganizational "shifts" within the molecule. Once the carbocation has shifted over to a different carbon, is called rearrangement.
2−methyl−2−butene forms a secondary carbocation which is already stable therefore do not undergo rearrangement.