Bromination of an Alkene Post-Lab Questions tion most likely gave a 50/50 mixtur

Question

Bromination of an Alkene Post-Lab Questions tion most likely gave a 50/50 mixture of two stereoisomers. Do you expect to see a specific rotation? Explain: HW2. This reaction's completion was monitored by a color change: specifically, the red color of PHP turned to yellow. An alternative synthesis could be to use excess liquid bromine with the trans-cinnamic acid. Then the solution is titrated with cyclohexene until the reaction mixture becomes colorless. Explain the purpose behind adding cyclohexene:

Explanation / Answer

1. No specific rotation is seen because the concentration of both the isomer is 50:50. Hence d and l isomer cancel each other giving racemic mixture.

2.cyclohexene is added to consume the remaining Br2 in the reaction as it would result in bromination reaction of cyclohexene. The amount of cyclohexene added to dicolourise the solution is equal to the excess br2 added. This also gives the amount of br2 used by trans cinnamic acid.

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