9. Alkenes and Alkynes

How can the following compounds be prepared using ethyne as the starting material?

e.

Predict the product of the following hydrogenation reactions.

(c)

Predict the product of the following hydrogenation reactions run with a poisoned catalyst.

(b)

Answer Problem 39, parts a–h, using 2-butyne as the starting material instead of propyne.

h. H₂/Lindlar catalyst

Predict the product of the following hydrogenation reactions run with a poisoned catalyst.

(c)

Show how you would convert

a. oct-3-yne to cis-oct-3-ene.

b. pent-2-yne to trans-pent-2-ene.

Show how you would convert

c. cis-cyclodecene to trans-cyclodecene.

What reagents would you use for the following syntheses?

a. (Z)-3-hexene from 3-hexyne

What reagents would you use for the following syntheses?

b. (E)-3-hexene from 3-hexyne

Describe the alkyne you should start with and the reagents you should use if you want to synthesize

b. cis-2-butene.

Describe the alkyne you should start with and the reagents you should use if you want to synthesize

a. pentane.

What are products of the following reactions?

b.

For the alkynes shows here, show the product(s) expected to form when treated under the following conditions: (i) H₂ , Pd/C; If you expect two products, show both.

(c)

The following deprotonation step occurs during the trans reduction of an alkyne. Calculate K_eq for this reaction.

What are products of the following reactions?

a.