10. Addition Reactions

Predict the major products of the following reactions, and propose mechanisms to support your predictions.

b. 2-methylpropene + HCl

Propose mechanisms consistent with the following reactions.

(c)

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

(a)

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

(g)

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?

Provide a mechanism for the following reactions occurring with rearrangement.

(b)

Predict the product of the following haloalkane syntheses.

(c) HBr↗HOOH

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

a.

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

a. HBr

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

(k)

What is the major product obtained from the addition of HBr to the following compound?

The reaction of (E)-3-chlorohex-3-ene with HCl results in the selective formation of 3,3-dichlorohexane instead of 3,4-dichlorohexane. Explain this result.

Provide an arrow-pushing mechanism that rationalizes the formation of each of the products you predicted in Assessment 8.31. Make sure your mechanism accounts for all products formed, including stereoisomers and regioisomers, where applicable.