Benzyne - Online Tutor, Practice Problems & Exam Prep

The last step in the reaction below is a Diels-Alder reaction. Propose a plausible mechanism for the formation of the dienophile in the reaction.

Regioselectivity is not usually observed in benzyne mechanisms. However, why does the reaction shown produce a highly regioselective product?

When 1-chloro-2-methylbenzene is treated with sodium amide in ammonia, it undergoes nucleophilic aromatic substitution to form a mixture of two products. Write the products and the mechanism that accounts for the formation of two products.

Briefly explain why the given structure is unstable.

What is the benzyne intermediate if H_a is the proton removed in the first step of the benzyne mechanism? What are the two products of the reaction?

If the nucleophilic aromatic substitution reaction below occurs via a benzyne mechanism, predict the product(s).

Propose a mechanism to show how a mixture of meta and para-substituted products are obtained from the reaction of p-chlorocumene (1-chloro-4-isopropylbenzene) with sodium hydroxide at 350 °C.

Provide the structure of the product of the reaction shown below.

Draw the structure of the product of the reaction below.

Give the reaction mechanism for the reaction below

Which molecule exhibits a higher tendency for electrophilic aromatic substitution at the C3 position compared to the C4 position?

In pyridin-2-olate, where does electrophilic substitution occur?

Propose a synthetic scheme to produce the following compound from the given starting material.