What alkyl halide will be obtained in greatest yield? Ignore stereoisomers.
f.

Which reagent system (HBr or HBr, H₂O₂) would you use to carry out the following transformations?

(c)

Predict the product of the following alkene addition reactions.

(b)

What alkyl halide will be obtained in greatest yield? Ignore stereoisomers.

e.

Draw the structures of four six-carbon alkenes that form the same product, whether they react with HBr in the presence of a peroxide or with HBr in the absence of a peroxide.

Draw the major product(s) of the reaction of 1-methylcyclohexene with the following reagents, disregarding stereoisomers:

3. HBr

4. HBr/peroxide

What is the major product of the reaction of 2-methyl-2-butene with each of the following reagents?

c. HBr + peroxide 

d. HCl + peroxide

Predict the product(s) that would result when the alkenes shown here are allowed to react under the following conditions: (iii) HBr, H₂O₂

(b)

Retrosynthetic analysis is the process of working backward to develop the synthesis of a new compound. In Chapter 10, we begin developing multistep syntheses in this manner. For now, try to work backward a single step by suggesting an alkene and a reagent that would give products (a)–(i). [Your answers should not include alkenes that undergo rearrangement to give the desired products.]

(d)