Question

Show the mechanism for the following reaction conducted at –5 °C in CCl4: cyclohexene bromine yields a dibromocyclohexane Draw wedge-and-dash bond stereochemical structures – including H atoms at a chirality center – and include charges, electrons, and curved arrows. Details count. Draw one enantiomer only for any racemates.

Answer 1

Answer:

See attachment.

Explanation:

In the first step, a cyclic structure with a positive bromine is formed. The bromine shares the positive charge with the two carbons that it is bonded to, so the carbons are partially positive.

The second bromine atom then attacks the carbon center, coming in from below the first bromine atom ("backside attack") where the antibonding orbital of the second bromine atom is.

The stereochemistry of the mechanism causes the final product to be an anti-dibromocyclohexane.