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Chapter 21: 12P (page 817)

What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?

a.

b.

c.

Short Answer

Expert verified

a)

b)

c)

Step by step solution

01

Gilman’s reagent

Gilman鈥檚 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鈥檚 reagent in the presence of water gives acetophenone.

The reaction is shown below.

Synthesis in b

c)

The reaction of ethynylbenzene 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

Show two methods to synthesize each alkene: a one-step method using a Wittig reagent, and a two-step method that forms a carbon鈥揷arbon bond with an organometallic reagent in one of the steps.

a.

b.

Give the IUPAC name for each aldehyde.

a.2-isobutyl-3-isopropylhexanal

b. trans-3-methylcyclopentanecarbaldehyde

c. 1-methylcyclopropanecarbaldehyde

d. 3,6-diethylnonanal

Design a stepwise synthesis to convert cyclopentanone and 4-bromobutanal to hydroxy aldehyde A.

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levels.

What reagents are needed to convert each compound into butanal(CH3CH2CH2CHO)?

a.

b.

c.

d.
See all solutions

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