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Chapter 6: Q20P (page 255)

What will be the product of the preceding reaction if HBr is used in place of Br2?

Short Answer

Expert verified

Addition of H+ will form a carbocation that could rearrange.

Step by step solution

01

Addition of H+-

Addition of H+ will form a carbocation that could rearrange.

02

Addition of Br-- 

Addition of Br- forms a cyclic bromonium ion rather than a carbocation, so there is no rearrangement.

03

Conclusion-

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Most popular questions from this chapter

Propose a mechanism for each of the following reactions:

a.What alkene is required to synthesize each of the following compounds?

b. What other epoxide would be formed?

c. Assign an Ror Sconfiguration to each asymmetric center.

What stereoisomers would you expect to obtain from each of the following reactions

What is the major product of each of the following reactions?

When Br2adds to a cis alkene that has different substituents attached to each of the two sp2carbons, such as cis-2-heptene, identical amounts of the two threo enantiomers are obtained even though Br-is more likely to attack the less sterically hindered carbon of the bromonium ion. Explain why identical amounts of the two enantiomers are obtained.
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