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Chapter 11: Q36. (page 450)

Question: What alkynes give each of the following ketones as the only product after hydration with H2O,H2SO4andHgSO4?

a.

b.

c.

d.

Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

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

02

  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

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Most popular questions from this chapter

Question: Use retrosynthetic analysis to show how hex-3-yne can be prepared from acetylene and any other organic and inorganic compounds. Then draw the synthesis in the synthetic direction, showing all needed reagents.

Question: Draw the products formed in each reaction and indicate stereochemistry.

a.

b.

c.

d.

Question: Draw the enol tautomer of (a) and the keto tautomer of (b).

a.

b.

Question: Explain why the C=C of an enol is more nucleophilic than the C=C of an alkene, despite the fact that the electronegative oxygen atom of the enol inductively withdraws electron density from the carbon-carbon double bond.

Question: Draw a stepwise mechanism for each reaction.

a.

b.
See all solutions

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