9701 MCQ Solution 64

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Question 64: [Organic > Halogen Derivatives]

Cyclohexa-1,4-diene is treated with a solution of bromine in tetrachloromethane.

Reference: Past Exam Paper –June 2003 Paper 1 Q24

Solution 64:

Answer: B.

Double bond present on the right and left sides of cyclohexa-1,4diene. They undergo electrophilic addition due to presence of bromine molecules. 4 carbon atoms on the sides are unsaturated, where the bromine atoms will be added. This is depicted best by option B. In option A, the 2 bromine atoms on the sides are correctly placed, however the bromine atoms on the top and bottom are misplaced since the carbon atoms they are bonded to were already saturated. In option D, all the bromine atoms are misplaced for the same reason as the top and bottom bromine atoms in option A. In option C, the double bonds never broke which is completely illogical as they must break in presence of bromine solution. Thus options A, C and D are all incorrect.