Question

Question: What acetylide anion and alkyl halide can be used to prepare each alkyne? Indicate all possibilities when more than one route will work.

a.

b.

c.

Short answer

Answer

a.

b.

c.

Step-by-step solution

Step-by-Step Solution Step 1:  Reaction of Acetylide anion

Alkynes can be prepared from the reaction of acetylide anion with an alkyl halide. The anion acts as a nucleophile and attacks at the electrophilic center of the alkyl halide. A general reaction is shown below:

Formation of alkynes from acetylide anion and alkyl halide

Determination of the acetylide anion and alkyl halide for compound 1

a. The given compound is:

Alkyne 1

The possible acetylide group(s) and alkyl halide(s) that gives rise to this compound is given below:

The acetylide and alkyl halide that led to the given compound

Determination of the acetylide anion and alkyl halide for compound 2

b. The given compound is:

Alkyne 2

The possible acetylide group(s) and alkyl halide(s) that gives rise to this compound is given below:

The acetylide and alkyl halide that led to the given compound

Determination of the acetylide anion and alkyl halide for compound 3

a. The given compound is:

Alkyne 3

The possible acetylide group(s) and alkyl halide(s) that gives rise to this compound is given below:

The acetylide and alkyl halide that led to the given compound