Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 25: PROBLEM 25.19 (page 1017)

Question: Which compound in each pair is more basic:

a. CH32NHandNH3

b. CH3CH2NH2andClCH2CH2NH2 ?

Short Answer

Expert verified

Answer

a.CH32NH

b.CH3CH2NH2

Step by step solution

01

Basicity of amines

Primary 1°,2°and3°alkylamines are more basic than NH3 because of the electron-donating inductive effect of the R groups. The alkyl groups increase the electron density at the nitrogen.Therefore, the electrons at the nitrogen become freer to donate.

02

Explanation

a.CH32NHis a more basic compound because it has two methyl groups bonded to the nitrogen atom.

NH3is not bonded with an alkyl group.

b. CH3CH2NH2is a more basic compound because it has an ethyl group bonded to the nitrogen atom.

ClCH2CH2NH2is bonded with the Cl group, which is an electronegative atom. Therefore, theClCH2CH2NH2compound is less basic.

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

Question: Safrole, which is isolated from sassafras (Problem 21.33), can be converted to the illegal stimulant MDMA (3,4-methylenedioxymethamphetamine, “Ecstasy”) by a variety of methods. (a) Devise a synthesis that begins with safrole and uses a nucleophilic substitution reaction to introduce the amine. (b) Devise a synthesis that begins with safrole and uses reductive amination to introduce the amine.

What amide(s) can be used to prepare each amine by reduction?

(a)

(b)

(c)

Question: Draw a structure corresponding to each name.

a. 2,4-dimethylhexan-3-amine

b. N-methylpentan-1-amine

c. N-isopropyl-p-nitroaniline

d. N-methylpiperidine

e. N,N-dimethylethanaminef. 2-aminocyclohexanoneg. N-methylanilineh. m-ethylaniline

Devise a synthesis of each compound from benzene, any organic alcohols having four carbons or fewer, and any required reagents.

a

b

c

Question: Draw the major product formed in each reaction.

a.

b.

c.

d.
See all solutions

Recommended explanations on Chemistry Textbooks

Ionic and Molecular Compounds

Read Explanation

Kinetics

Read Explanation

Organic Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Chemical Analysis

Read Explanation

Chemistry Branches

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