10. Addition Reactions

What stereoisomers are obtained from the following reactions?

c. (E)-3-methyl-2-pentene + HBr

d. cis-3-hexene + HBr

Which of the following is the major product formed when $H_{\mathrm{Br}}$ reacts with 2-methyl-2-butene under standard conditions?

Draw the mechanism for the reaction of cyclohexene with HCl

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

a.

a. Propose a mechanism for the following reaction:

b. Is the initially formed carbocation primary, secondary, or tertiary?

c. Is the rearranged carbocation primary, secondary, or tertiary?

d. Why does the rearrangement occur?

Each of the following reactions has two nucleophiles that could add to the intermediate formed by the reaction of the alkene with an electrophile. What is the major product of each reaction?

b.

Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisomers are formed.

h. cis-2-butene + HBr

Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisomers are formed.

g. 3,3-dimethyl-1-pentene + HBr

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

b. HI

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

a. HBr