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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: Devise a synthesis of the following compound from cyclohexene and acetylene. You may use any other inorganic reagents.

Question: Devise a synthesis of each compound using CH3CH2CH=CH2as the starting material. You may use any other compounds or inorganic reagents.

a.

b.

c.

d.

e.

(+ enantiomer)

Question: From what you have learned about enols and the hydration of alkynes, predict what product is formed by the acid-catalyzed hydration of CH3CH2CH2C鈮�COCH3 . Draw a stepwise mechanism that illustrates how it is formed.

Question: Draw the enol form of each keto tautomer in parts (a) and (b), and the keto form of each enol tautomer in parts (c) and (d).

a.

b.

c.

d.

Question: Draw the structure of compounds A鈥揈 in the following reaction scheme:
See all solutions

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