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Topic: The synthesis of acetanilide  (Read 10671 times)

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Offline ttk3

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The synthesis of acetanilide
« on: April 09, 2008, 02:47:29 PM »
When acetanilide is synthesized using aniline as the starting material, why does only one acyl group form on the acetanilide?  Is it due soley to steric hinderance or is their other reasons?
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Offline agrobert

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Re: The synthesis of acetanilide
« Reply #1 on: April 09, 2008, 05:29:48 PM »
What factors give an amine reactivity? nucleophilicity? What happens to these properties when an amine becomes an amide?  Draw resonance structures including lone pairs and formal charges for both aniline and acetanilide.  Compare them and relate them to an explanation involving nucleophilicity and electron density/distribution. 
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Offline AWK

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Re: The synthesis of acetanilide
« Reply #2 on: April 10, 2008, 01:05:49 AM »
What is "driving force" for any reaction?
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