Google Answers Logo
View Question
 
Q: aniline vs acetanilide ( No Answer,   1 Comment )
Question  
Subject: aniline vs acetanilide
Category: Science > Chemistry
Asked by: orgogirl-ga
List Price: $3.50
Posted: 27 Jun 2006 09:06 PDT
Expires: 27 Jul 2006 09:06 PDT
Question ID: 741491
Why is aniline basic and acetanilide neutral?
Answer  
There is no answer at this time.

Comments  
Subject: Re: aniline vs acetanilide
From: atozed-ga on 29 Jun 2006 17:59 PDT
 
Basicity is due to differences in chemical structure of the 2
compounds.  Acetanilide has carbonyl (C=O) which delocalizes the free
electrons on nitrogen.  It also has phenyl ring which also "uses up"
these electons as well.  When you say that acetanilide is neutral,
that is not strictly speaking correct.  It can be protonated by a
strong enough acid, hence it can be a base.
Aniline only has phenyl ring.  It is less basic than amines without
the phenyl ring.
Amides have much lower pKa or higher pKb (measure of basicity) than amines.
Here is acetanilide structure: http://en.wikipedia.org/wiki/Acetanilide
Here is aniline structure: http://en.wikipedia.org/wiki/Aniline

Important Disclaimer: Answers and comments provided on Google Answers are general information, and are not intended to substitute for informed professional medical, psychiatric, psychological, tax, legal, investment, accounting, or other professional advice. Google does not endorse, and expressly disclaims liability for any product, manufacturer, distributor, service or service provider mentioned or any opinion expressed in answers or comments. Please read carefully the Google Answers Terms of Service.

If you feel that you have found inappropriate content, please let us know by emailing us at answers-support@google.com with the question ID listed above. Thank you.
Search Google Answers for
Google Answers  


Google Home - Answers FAQ - Terms of Service - Privacy Policy