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Author Question: The reaction shown below of biphenyl with two equivalents of the alkyl chloride in the presence of ... (Read 63 times)

Arii_bell

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on: Aug 23, 2018

The reaction shown below of biphenyl with two equivalents of the alkyl chloride in the presence of AlCl3 gave two products with very similar Rf values by TLC. One of these products was visualized under the UV lamp, while the other was not. Both products were observed when the plate was stained with iodine. Write the structures of both products.



Question 2

Considering the mechanism of the reaction, suggest other possible sources of the tert-butyl group. Include any reagents needed to activate these compounds.

Question 3

Why is it important that there be no significant quantity of water present in the reaction?


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irishcancer18

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Reply #1 on: Aug 23, 2018
Answer to Question 1

One would expect to get a product similar to that obtained with t-butyl chloride, the alkyl halide used in this experiment. In addition, one would expect to see some of the product of elimination from the starting alkyl halide. A corresponding elimination product was not observed in the experiment starting with t-butyl chloride because 2- methylpropene is a gas.

Answer to Question 2



Answer to Question 3

Water will react with the AlCl3, removing the Lewis acid catalyst from the reaction.


Arii_bell

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Reply 2 on: Aug 23, 2018
Great answer, keep it coming :)

dantucker

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Reply 3 on: Yesterday
Wow, this really help

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