10. Addition Reactions

Predict the major product(s) for each reaction. Include stereochemistry where appropriate.

e. 1-methylcyclopentene + Br₂ in saturated aqueous NaCl

The solutions to Solved Problem 8-6 showed only how one enantiomer of the product is formed. For each product, show how an equally probable reaction forms the other enantiomer.

Predict the major products of the following reactions, and give the structures of any intermediates. Include stereochemistry where appropriate.

(q)

a. Draw the product or products that will be obtained from the reaction of cis-2-butene and trans-2-butene with each of the following reagents. If a product can exist as stereoisomers, show which stereoisomers are formed.

5. Br₂ + H₂O

b. With which reagents do the two alkenes react to form different products?

Show how you would accomplish the following synthetic conversions.

b. chlorocyclohexane → trans-2-chlorocyclohexanol

Problem-Solving Hint: The opening of a halonium ion is driven by its electrophilic nature. The weak nucleophile attacks the carbon bearing more positive charge.

What reagents are needed to carry out the following syntheses?

Draw the products of the following reactions, including their configurations:

Predict the product of the following reactions.

(a)