Question

Question: What alkynes give each of the following ketones as the only product after hydration with ${\mathbf{H}}_{\mathbf{2}}\mathbf{O}\mathbf{}\mathbf{,}\mathbf{}{\mathbf{H}}_{\mathbf{2}}{\mathbf{SO}}_{\mathbf{4}}\mathbf{}\mathbf{and}\mathbf{}{\mathbf{HgSO}}_{\mathbf{4}}$?

a.

b.

c.

d.

Short answer

Answer

a.

b.

c.

d.

Step-by-step solution

Step-by-Step Solution Step 1: Hydration-addition of  H2O

Alkyne is converted to a ketone via Markovnikov addition of hydrogen to the less substituted carbon center.The general reaction scheme is shown below:

Hydration-addition reaction

  Determination of alkynes  

Retrosynthetic pathway used for the determination of the following compounds are shown below:

a.

Retrosynthetic breakdown of compound a

b.

Retrosynthetic breakdown of compound b

c.

Retrosynthetic breakdown of compound c

d.

Retrosynthetic breakdown of compound d