One major problem with the Friedel-Crafts alkylation is that the product formed

Question

One major problem with the Friedel-Crafts alkylation is that the product formed is often more active than the starting material, this causes the product react faster than the starting material leading to multiple alkylated products. What is one way we could control this in the reaction we performed this week and get only the mono-substituted product?

a.Run the reaction at high temperatures

b. Use only 1 equivalent of the tert-butanol

c. Slowly add the 1,4-dimethoxybenzene to a solution containing sulfuric acid and tert-butanol

d. Use a large excess of 1,4-dimethoxybenzene

a.Run the reaction at high temperatures

b. Use only 1 equivalent of the tert-butanol

c. Slowly add the 1,4-dimethoxybenzene to a solution containing sulfuric acid and tert-butanol

d. Use a large excess of 1,4-dimethoxybenzene

Explanation / Answer

Use large excess of 1,4-dimethoxybenzene.

Use of excess staring material, starting material more available than product to react with carbocataion results requied product major.

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