Rank the amines in each set in order of increasing

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Problem 33SP Chapter 19

Organic Chemistry | 8th Edition

  • 2901 Step-by-step solutions solved by professors and subject experts
  • Get 24/7 help from StudySoup virtual teaching assistants
Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Organic Chemistry | 8th Edition

4 5 0 307 Reviews
25
2
Problem 33SP

Rank the amines in each set in order of increasing basicity.

Step-by-Step Solution:
Step 1 of 3

Here we have to rank the following amines in order of increasing basicity

Step-1

Aromatic amines are weaker base than aliphatic amine due to resonance delocalization of non bonding electrons in amine so the increasing order of basicity will be as follows:-

Step-2

It is known that aliphatic amine is more basic than aromatic amine.Now in comparision between pyrrole and pyridinne, as both N are sp2, we can simply compare basicity by observing the electronic effects only and as lone pair of N in pyrrole is in resonance so this lone pair can't be donated wheare as the lone pair of N in pyridine is localised and hence ready for donation. Hence, pyridine is more basic than pyrrole.

Step-3

Aliphatic amine is more basic so the (III) structure is more basic than the two other . Due to presence of electron rich two N atoms, the compound (I) is more basic than pyrrole. Thus the order of basicity is given as,

Step-4

Step 2 of 3

Chapter 19, Problem 33SP is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L. G. Wade Jr
ISBN: 9780321768414

Unlock Textbook Solution

Enter your email below to unlock your verified solution to:

Rank the amines in each set in order of increasing

×
Log in to StudySoup
Get Full Access to Organic Chemistry - 8 Edition - Chapter 19 - Problem 33sp

Forgot password? Reset password here

Join StudySoup for FREE
Get Full Access to Organic Chemistry - 8 Edition - Chapter 19 - Problem 33sp
Join with Email
Already have an account? Login here
Reset your password

I don't want to reset my password

Need help? Contact support

Need an Account? Is not associated with an account
Sign up
We're here to help

Having trouble accessing your account? Let us help you, contact support at +1(510) 944-1054 or support@studysoup.com

Got it, thanks!
Password Reset Request Sent An email has been sent to the email address associated to your account. Follow the link in the email to reset your password. If you're having trouble finding our email please check your spam folder
Got it, thanks!
Already have an Account? Is already in use
Log in
Incorrect Password The password used to log in with this account is incorrect
Try Again

Forgot password? Reset it here