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Chapter 7: Q38P (page 315)

What reagents would you use for the following synthesis?

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

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

c. hexane from 3-hexyne

Short Answer

Expert verified

a.H2/ Lindlar catalyst

b. Na, NH3 (liq), -78˚C

c.Excess H2, Pd/ C

Step by step solution

01

Step 1:

3-hexyne undergoes hydrogenation in presence of Lindlar’s catalystto form (Z)-3-hexene.

02

Step 2

3-hexyne reacts with Na, NH3(liq) at -78˚C to form (Z)-3-hexene.

03

Step 3:

3-hexyne reacts with excess H2 in presence of Pd/ C to form (Z)-3-hexene.

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