In the reaction shown below, 1-hexene is reacted with a solution of 30% hydrobro
ID: 488926 • Letter: I
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 arc liquid at room temperature. Devise a separation scheme to isolate the products together from the reaction mixture. Assume that 1-hcxene is the limiting reagent and has a lower boiling point than the two products. 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 after completion of reaction would contain excess HBr, acetic acid and the products 1-bromohexane and 2-bromohexane.
None of the 1-hexene would be present as it is the limiting agent.
Thus the mixture has to be removed of acidic components.
So first add 10% NaHCO3 solution (our acids are HBr , astrong acid and acetic acid, moderate acid) to remove the acidic impurities.
The extract with diethyl ether the organic compounds come to ether layer.
wash with water .
Repeat once again to remove all acids.
Now take the organic ether layer dry over anhydrous MgSO4.
Evaporate to get the mixture of 1-bromo and 2-bromo hexanes.