Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: 34P (page 868)

Draw the product when each compound is treated with either (CH3)2CuLi , followed by H2O , HC≡CLi , followed by H2O .

a.

b.

c.

Short Answer

Expert verified

Answer

The addition products formed are shown below:

a.

b.

c.

Step by step solution

01

Step-by-Step Solution Step 1: Determination of 1,2- addition reaction

The 1,2-addition reaction takes place when you use an organolithium reagent in the case of α,β unsaturated carbonyl compounds.

It directly attacks the carbonyl carbon center, known as the 1,2-addition attack.

02

Determination of 1,4- addition reaction

The 1,4-addition reaction takes place when an organocuprate reagent is used in the case of α,β unsaturated carbonyl compounds. It attacks the alkene carbon of the fourth position from the carbonyl oxygen, known as the 1,4-addition attack.

03

The products formed in the given reactions

The addition products of compound a. are:

Reaction of compound b.

The addition products of compound b. are:

Reaction of compound b.

The addition products of compound c. are:

Reaction of compound 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

Draw the products formed from LiAlH4 reduction of each compound.

Question: Poly(lactic acid) (PLA) has received much recent attention because the lactic acid monomer [CH3CH(OH)COOH ] from which it is made can be obtained from carbohydrates rather than petroleum. This makes PLA a more “environmentally friendly” polyester. (A more in-depth discussion of green polymer synthesis is presented in Chapter 30.) Draw the structure of PLA.

Question: How would the compounds in each pair differ in their IR spectra?

a.

b.

c.

d.

A student tried to carry out the following reaction sequence, but none of diol A was formed. Explain what was wrong with this plan, and design a successful stepwise synthesis of A.

What organocuprate reagent is needed to convert CH3CH2COCIto each ketone?

a.

b.

c.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Analysis

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemistry Branches

Read Explanation

Organic Chemistry

Read Explanation

Nuclear 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