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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: Draw the structure of all constitutional isomers that contain a ketone and have molecular formula C5H10O. Give the IUPAC name for each isomer and state how C13NMR spectroscopy could be used to distinguish these isomers.

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: Give the IUPAC name for each ketone.

a.

b.

c.

Devise a synthesis of each compound from the given starting materials. You may also use organic alcohols having four or fewer carbons, and any organic or inorganic reagents

(a)

(b)

(c)

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.
See all solutions

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