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Chapter 9: Q. 9-9-8 P-b (page 272)

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

(b) cis-3-Heptene

Short Answer

Expert verified

It鈥檚 the reagent used in the reaction to convert the alkyne to an alkene by hydrogenation when 1 equivalent When 2 equivalent is present alkyne converts to alkane.

Step by step solution

01

Lindlar’s catalyst

It鈥檚 the reagent used in the reaction to convert the alkyne to an alkene by hydrogenation when 1 equivalent When 2 equivalent is present alkyne converts to alkane.

02

Formation of cis-3-Heptene

Alkyne hydrogenation to alkene occurs when a less active Lindlar鈥檚 catalyst is used which is a finely divided palladium metal with lead acetate and quinoline, an aromatic amine. The hydrogenation occurs with syn stereochemistry.

03

Reaction with Lindlar’s catalyst

When alkyne reacts with Lindlar鈥檚 catalyst then it breaks the three out of one bond and converts alkyne to an alkene by the addition of hydrogen to the atom and forms alkene as shown:

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Most popular questions from this chapter

The sex attractant given off by the common housefly is an alkene named muscalure. Propose a synthesis of muscalure starting from acetylene and any alkyl halides needed. What is the IUPAC name for muscalure?

Muscalure

The pkaof acetone, CH3COCH3, is 19.3. Which of the following bases is strong enough to deprotonate acetone?

(b)Na+-C鈮�CH(pkaH2O2of25)

There are seven isomeric alkynes with the formulaC6H10 . Draw and name them.

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

What products would you expect from the following reactions?

c. CH3CH2CH2CH2C鈮�CCH3+HBr
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