Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 17: Q26P (page 881)

What organocuprate reagent would you use for the following substitutions?

Short Answer

Expert verified
  1. The organocuparate reagent used for the first reaction is


b. The organocuparate reagent used for the second reaction is



Step by step solution

01

Organocuprate Reagent.

Organocuprate reagent (RCuLi) is synthesized from organolithium reagent (RLi).

Organocuprate reagents are very useful for converting alkyl halide into alkanes, e.g.

1-bromobutane with organocuprate reagent (CH3)2 CuLi bromine is replaced by the methyl group and thus forms pentane, shown below:

02

Subpart (a) The reagent used for the given reaction.

In the product, four-carbon chain butane is coupled to the given reactant iodobenzene.

Here, the organocuprate reagent used isCH3CH2CH2|CH32CuLi

Alkyl cuprate reagent

03

Subpart (b) The reagent used for the given reaction.

In the product, ethene is coupled to the given reactant 3-Bromo-2-butanone.

Here, the organocuprate reagent used is (CH2=CH2)2CuLi .

Lithium divinylcuprate reagent

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

Predict the major products of treating the following compounds with hot, concentrated potassium permanganate, followed by acidification with dilute HCl.

(a) isopropylbenzene

(b) p-xylene

(c) tetralin

Triphenylmethanol is insoluble in water, but when it is treated with concentrated sulfuric acid, a bright yellow solution results. As this yellow solution is diluted with water, its color disappears and a precipitate of triphenylmethanol reappears. Suggest a structure for the bright yellow species, and explain this unusual behavior.

Which reactions will produce the desired product in good yield? You may assume that aluminum chloride is added as a catalyst in each case. For the reactions that will not give a good yield of the desired product, predict the major products.

Reagents Desired Product

(a) benzene + n-butyl bromide n-butylbenzene

(b) ethylbenzene + tert-butyl chloride p-ethyl-tert-butylbenzene

(c) bromobenzene + ethyl chloride p-bromoethylbenzene

(d) benzamide (PhCONH3) + CH3 CH2 CI p-ethylbenzamide

(e) toluene + HNO3, H2SO4 , heat 2,4,6-trinitrotoluene (TNT)

Propose a mechanism for the reaction of benzyl bromide with ethanol to give benzyl ethyl ether (shown above).

What substituted alkene would you use in the Heck reaction to make the following products?
See all solutions

Recommended explanations on Chemistry Textbooks

Making Measurements

Read Explanation

Organic Chemistry

Read Explanation

Chemical Analysis

Read Explanation

Physical Chemistry

Read Explanation

Nuclear Chemistry

Read Explanation

Kinetics

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