Question

When vinylcyclohexane is treated with in dichloromethane, the major product is (2-bromo ethylidene)cyclohexane . Account for the formation of this product by drawing the structure of the most stable radical intermediate. Include all valence lone pairs in your answer. Include all valence radical electrons in your answer.

Answer 1

Step-by-step explanation:

Vinylcyclohexane is an example of a cyclic hydrocarbon where the vinyl group (-CH=CH₂ ) attaches itself to an end of a cyclohexane in ring form thereby giving rise to a vinylcyclohexane. The vinyl group are ethylene with a reduction in one hydrogen atom given them the name vinyl.

SOo, when vinylcyclohexane is treated with NBS ( i.e N-Bromosuccinimide a chemical reagent used in organic reactions) ; the bromine in the NBS reacts with the cyclohexane thereby giving rise to a allyl radical first. The allyl radical is resonance stabilized radical with an unpaired electron on the allylic carbon . As a result of stabilization ; a more stable substituted cycloalkene is formed as an intermediate .

This stable substituted cycloalkene intermediate then finally react with a bromine ion to give a major product known as ; (2-bromo ethylidene)cyclohexane.

The diagram emphasizing more on the above explanation can be seen in the attached image below