In the reaction shown below, 1-hexene is reacted with a solution of 30% hydrobro

Question

In the reaction shown below, 1-hexene is reacted with a solution of 30% hydrobromic acid in acetic acid to form 1-bromohexane and 2-bromohexane. The products shown are liquid at room temperature. Devise a separation scheme to isolate the products together from the reaction mixture. Assume that 1-hexene is the limiting reagent and has a lower boiling point than the two products. you do not need to separate the two products (1-bromohexane and 2-bromohexane) from one another. Below is a list of reagents available in lab. You may use any of these given reagents (e.g., acids, bases) as needed in your separation scheme and you also have access to a solvent evaporator if a solvent must be evaporated, and a filtration apparatus to filter. Be specific with each reagent name and technique used in your separation scheme. The most efficient separation scheme will receive the most credit.

Explanation / Answer

The reaction mixture was quenched with 10%NaOH (to remove excess HBr), stirred for 10min and diluted with diethyl ether, The organic layer was extracted with diethyl ether (2 to 3 times ). The combined organic layers dried over anhydrous Na2SO4, filtered and concentrated under reduced presure to get the pure bromo compounds.

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