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Chapter 9: q. 9-9-8 P-a (page 272)

Using any alkyne needed, how would you prepare the following alkenes?

(a) trans-2-Octene

Short Answer

Expert verified

Alkyne to an alkene uses sodium or lithium metal as the reducing agent in liquid ammonia. This method is complementary to Lindlar鈥檚 reduction because it produces trans rather than cis alkenes. Hence we want the trans product so use Li metal.

Step by step solution

01

Formation of trans-2-Octene

Alkyne to an alkene uses sodium or lithium metal as the reducing agent in liquid ammonia. This method is complementary to Lindlar鈥檚 reduction because it produces trans rather than cis alkenes. Hence we want the trans product so use Li metal.

02

Reaction with liquid ammonia

When alkyne reacts with ammonia in the presence of lithium then it breaks the three out of one bond and converts alkyne to an alkene by the addition of hydrogen to the atom but the addition must be in trans relation because of the presence of lithium-ion.

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Most popular questions from this chapter

Propose structures for hydrocarbons that give the following products

on oxidative cleavage by KMnO4 or O3 :

What alkyne would you start with to prepare each of the following compounds by a hydroboration鈥搊xidation reaction?

How would you carry out the following reactions to introduce deuterium into organic molecules?

(a)

b.

c.

d.

How would you prepare cis-2-butene starting from propyne, an alkyl halide, and any other reagents needed? This problem can鈥檛 be worked in a single step. You鈥檒l have to carry out more than one reaction.

Using any alkyne needed, how would you prepare the following alkenes?

(b) cis-3-Heptene

See all solutions

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