10. Addition Reactions

Predict the product(s) that would result when the alkenes shown here are allowed to react under the following conditions: (iv) H₂SO₄ , H₂O

(k)

How could the following compounds be prepared using an alkene as one of the starting materials?

c.

What is the major product obtained from the acid-catalyzed hydration of each of the following alkenes?

a. CH₃CH₂CH₂CH=CH₂

Predict the products of the following hydration reactions.

b. 2-phenylpropene + dilute acid

c. 1-phenylcyclohexene + dilute acid

What is the major product obtained from the acid-catalyzed hydration of each of the following alkenes?

d.

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

(n)

Draw a mechanism for the acid-catalyzed, nonenzymatic conversion of DPP to IPP. How do you know your mechanism is correct?

Provide the alkene that would give the following alcohols under acid-catalyzed hydration conditions.

(a)

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.

7. H₂O + H₂SO₄

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

Provide a mechanism for the following reactions occurring with rearrangement.

(a)

Provide the expected product for the reaction of each of the following alkenes with H₂SO₄ and H₂O.

(b)

Provide the expected product for the reaction of each of the following alkenes with H₂SO₄ and H₂O.

(a)

When the following compound is hydrated in the presence of acid, the unreacted alkene is found to have retained the deuterium atoms. What does this tell you about the mechanism for hydration?