Log out Go to App
Go to App

Learning Materials

Features

Discover

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)

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

p-Nitrophenol and 2,6-dimethyl-4-nitrophenol both have pKa 5 7.15, but 3,5-dimethyl-4-nitrophenol has pKa 5 8.25. Why is 3,5-dimethyl-4- nitrophenol so much less acidic?

Ethers can be prepared by reaction of an alkoxide or phenoxide ion with a primary alkyl halide. Anisole, for instance, results from reaction of sodium phenoxide with iodomethane. What kind of reaction is occurring? Show the mechanism.

Benzyl chloride can be converted intobenzaldehyde by treatment with nitromethane and base. The reactioninvolves the initial conversion of nitromethane in to its anion, followed by SN2 reaction of the anion with benzyl chloride and subsequent E2 reaction. Write the mechanism in detail, using curved arrows to indicate the electron flow in each step.

Benzyl chloride Nitromethane anion Benzaldehyde

How would you synthesize the following alcohols, starting with benzene and other alcohols of six or fewer carbons as your only organic reagents?

(a)

(b)

(c)

(d)

Show the products obtained from addition of methylmagnesium bromide to the following compounds:

  1. Cyclopentanone
  2. Benzophenone (diphenyl ketone)
  3. 3-Hexanone
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Analysis

Read Explanation

Physical Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Making Measurements

Read Explanation

Inorganic Chemistry

Read Explanation

Organic Chemistry

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free