Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 21: Q-21-21-13P (page 701)

How could you prepare the following ketones by reaction of an acid chloride with a lithium diorganocopper reagent?

Short Answer

Expert verified

Ketones can be prepared by the reaction of acid chlorides with Gilman reagent that is organometal (Copper and lithium) compounds. The general formula of this reagent is R2CuLi.

Step by step solution

01

Formation of ketones

Ketones can be prepared by the reaction of acid chlorides with Gilman reagent that is organometal (Copper and lithium) compounds. The general formula of this reagent is R2CuLi.

02

Subpart (a) 

The structure given is 2-methyl-1-phenylpropan-1-one. It can be prepared by using

Benzoyl chloride and CH32CH2CuLi. The chemical equation is as shown below:

03

Subpart (b)

The ketone given is hex-1-ene-3-one. By using Gilman reagent it can be prepared by the following way:

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

21-75 One frequently used method for preparing methyl esters is by reactionof carboxylic acids with diazomethane, CH2N2

The reaction occurs in two steps: (1) protonation of diazomethane bythe carboxylic acid to yield methyldiazonium ion,, CH3N2+plus a carboxylate ion; and (2) reaction of the carboxylate ion with CH3N2+.
(a) Draw two resonance structures of diazomethane, and account forstep 1.
(b) What kind of reaction occurs in step 2?

21-30 Electrostatic potential maps of a typical amide (acetamide) and an acyl azide (acetyl azide) are shown. Which of the two do you think is more reactive in nucleophilic acyl substitution reactions? Explain.

Bacteria typically develop a resistance to penicillins and other β-lactam antibiotics (see Something Extra in this chapter) due to bacterial synthesis of β -lactamase enzymes. Tazobactam, however, is able to inhibit the activity of the β -lactamase by trapping it, thereby preventing a resistance from developing.

(a) The first step in trapping is the reaction of a hydroxyl group on the β -lactamase to open the β -lactam ring of tazobactam. Show the mechanism.
(b) The second step is opening the sulfur-containing ring in tazobactam to give an acyclic imine intermediate. Show the mechanism.
(c) Cyclization of the imine intermediate gives the trapped β-lactamase product. Show the mechanism.

Butoxyycarbony azide, a reagent used in protein synthesis, is prepared by treating tert-butoxy carbonyl chloride with sodium azide. propose a pose mechanism for this reaction

If the following molecule is treated with acid catalyst, an intramolecular esterification reaction occurs. What is the structure of the product? (Intramolecular means within the same molecule.)
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Kinetics

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

Read Explanation

Organic Chemistry

Read Explanation

Chemical Analysis

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