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Chapter 17: Q17-57E (page 567)

How would you carry out the following transformations?

(a)

(b)

(c)

Short Answer

Expert verified

The answer is

(a)

(b)

(c)

Step by step solution

01

Reduction

The reduction of carboxylic acids leads to the formation of alcohols, and various reagents are used for this process. The acids can be selectively reduced in other functional groups using specific reagents.

02

Subpart (a)

The double bond is selectively reduced to a single bond in the presence of carboxylic acids using a palladium catalyst and hydrogen

Reaction (a)

03

Subpart (b)

The acid is converted into alcohol using Lithium Aluminium hydride followed by hydrolysis.

Reaction (b)

04

Subpart (c)

The carboxylic acid is converted to thiol using the tribromo phosphide and alkyl thiane in the presence of the base.

Reaction (c)

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Most popular questions from this chapter

Testosterone is one of the most important male steroid hormones. When testosterone is dehydrated by treatment with acid, rearrangement occurs to yield the product shown. Propose a mechanism to account for this reaction.

Rank the following substituted phenol in the increasing order of acidity, and explain your answer:

Question: Give IUPAC names for the following compounds:

The conversion of 3掳 alcohols into 3掳 alkyl halides under acidic conditions involves two cationic intermediates. For each reaction, draw the complete mechanism using curved arrows.

How would you prepare the following compounds from 1-phenylethanol?

More than one step may be required.

(a) Acetophenone

(b) Benzyl alcohol

(c) m-Bromobenzoic acid

(d) 2-Phenyl-2-propanol
See all solutions

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