Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: Q22-5P (page 734)

Show how you might prepare 1-penten-3-one from 3-pentanone.

Short Answer

Expert verified

The compound 3-pentanone undergoes α-bromination with acetic acid and forms α-bromo ketone. Then the α-bromo ketone undergoes dehydration by pyridine and gives 1-penten-3-one.

Step by step solution

01

Sunthesis of 1-Penten-3-one

The compound 3-pentanone undergoes α-bromination with acetic acid and forms α-bromo ketone. Then the α-bromo ketone undergoes dehydration by pyridine and gives 1-penten-3-one.

02

Explanation of α-bromination

Reaction of halogen (such as bromine) in acetic acid with aldehyde and ketone is called α-bromination because in this reaction the α-hydrogen gets eliminate and the bromine takes its place.

03

Mechanism of the reaction

The mechanism of preparation of 1-Penten-3-one from 3-pentanone is

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

Ketones react slowly with benzene selenenyl chloride in the presence of HCl to yield a-phenyl seleno ketones. Propose a mechanism for this acid-catalyzed a-substitution reaction.

If methanol rather than water is added at the end of a Hell–Volhard–Zelinskii reaction, an ester rather than an acid is produced. Show how you would carry out the following transformation, and propose a mechanism for the ester forming step.

All attempts to isolate primary and secondary nitroso compounds result solely in the formation of oximes. Tertiary nitroso compounds, however, are stable. Explain.

The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate.

What kind of reaction is occurring? How would you complete the synthesis?

For each reaction below, give the corresponding keto/enol tautomer and provide the complete mechanism.
See all solutions

Recommended explanations on Chemistry Textbooks

Physical Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemical Reactions

Read Explanation

Organic Chemistry

Read Explanation

The Earths Atmosphere

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