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Chapter 21: Q12P (page 817)

What reagents are needed to convert each compound into butanal (\({\bf{C}}{{\bf{H}}_{\bf{3}}}{\bf{C}}{{\bf{H}}_{\bf{2}}}{\bf{C}}{{\bf{H}}_{\bf{2}}}{\bf{CHO}}\))?

a.

b.

c.

Short Answer

Expert verified

a.

b.

c.

Step by step solution

01

Gilman’s reagent

Gilman’s reagent is used to form carbon-carbon bonds in organic reactions or synthesis.

02

Formation of the product

a.The reaction of benzene with acetyl chloride in the presence of aluminum trichloride gives acetophenone.

The reaction is shown below.

Synthesis in a

b.The reaction of benzoyl chloride with Gilman’s reagent in the presence of water gives acetophenone.

The reaction is shown below.

Synthesis in b

c.The reaction of ethylbenzene water in the presence of sulfuric acid and mercuric sulfate gives acetophenone.

The reaction is shown below.

Synthesis in c

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Most popular questions from this chapter

Question: Give the structure corresponding to each name:

(a) sec-butyl ethyl ketone

(b) methyl vinyl ketone

(c) p-ethylacetophenone

(d) 3-benzoyl-2-benzylcyclopentanone

(e) 6,6-dimethylcyclohex-2-enone

(f) 3-ethylhex-5-enal

Question: The boiling point of butan-2-one ( 80 °C ) is significantly higher than the boiling point of diethyl ether (35 °C ), even though both compounds exhibit dipole–dipole interactions and have comparable molecular weights. Offer an explanation

Devise a synthesis of each compound from ethanol as the only source of carbon atoms. You may use any other organic or inorganic reagents you choose.

Question: Give the IUPAC name for each aldehyde.

a.

b.

c.

Question: Which carbonyl group in each pair absorbs at a higher frequency?

a.

b.
See all solutions

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