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Topic: Nucleophilic acyl substitution  (Read 2069 times)

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Offline janjan

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Nucleophilic acyl substitution
« on: October 10, 2016, 08:05:58 AM »
Hello I found this question when preparing for a test, could you help me with it?

4-hydroxybenzoic acid undergoes a nucleophilic acyl substitution with hydrazine. What are the products of this reaction?

Any help, even the littles clue is welcomed!
Thanks in advance
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Offline TheUnassuming

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Re: Nucleophilic acyl substitution
« Reply #1 on: October 10, 2016, 08:55:17 AM »
You need to show us your thoughts and work on the problem before we can guide you. 

I would suggest reading up on nucleophilic acyl substitution, and come back with your ideas as to what happens.
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When in doubt, avoid the Stille coupling.

Offline janjan

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Re: Nucleophilic acyl substitution
« Reply #2 on: October 10, 2016, 09:55:22 AM »
Well, I know what nucleophilic substitution is and I'm pretty sure the product should be 4-hydroxybenzohydrazide
I wasn't sure, If the hydrazine would bond on the carbon or oxygen (in -COOH)
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Offline AWK

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Re: Nucleophilic acyl substitution
« Reply #3 on: October 10, 2016, 11:02:10 AM »
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AWK

Offline TheUnassuming

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Re: Nucleophilic acyl substitution
« Reply #4 on: October 10, 2016, 12:17:22 PM »
When you do an acyl substitution (sometimes referred to as carbonyl addition-elimination), where does the nucleophile attack?
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When in doubt, avoid the Stille coupling.
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