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Chapter 16: PROBLEM 16.41 (page 635)

Question: Draw the products formed when each compound is treated with one equivalent of HBr.

a.

b.

c.

Short Answer

Expert verified

a.

b.

c.

Step by step solution

01

Addition of HBr

The addition of HBr takes place via the 鈥渃arbocation formation.鈥�

02

1,2 and 1,4 addition

During the addition of HBr, two carbocationic intermediates form as part of the reaction.

03

Products of given reactions

a. The double bonds are not conjugated. Hence, the addition of HBr leads to the formation of only one addition product.

Product of a

b.The given diene is conjugated. Hence, the addition of the strong acid HBr leads to the formation of two products, i.e., 1,2 and 1,4 addition products.

The addition products of the reaction are:

Products of bc. The given diene is conjugated. Hence, the addition of the strong acid HBr leads to the formation of two products, i.e., 1,2 and 1,4 addition products.

The addition products of the reaction are:

Products of c

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Most popular questions from this chapter

Question: Which diene in each pair has the larger heat of hydrogenation?

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Question: Label each product in the following reaction as a 1,2-product or 1,4-product, and decide which is the kinetic product and which is the thermodynamic product.

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