December 27, 2024, 03:05:02 AM
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Topic: Making paracetamol  (Read 2123 times)

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Offline mystreet123

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Making paracetamol
« on: May 08, 2016, 03:45:20 AM »
Why ethanoic anhydride did not react with -OH group in 4-aminophenol to form ester?

Offline OCSaviour

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Re: Making paracetamol
« Reply #1 on: May 08, 2016, 07:10:07 AM »
Because NH2 acts as a better nucleophilic site than OH, hence the NH2 attacks the electrophilic carbonyl group.
« Last Edit: May 08, 2016, 07:23:53 AM by OCSaviour »

Offline discodermolide

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Re: Making paracetamol
« Reply #2 on: May 08, 2016, 07:19:20 AM »
Watch your terminology, nucleophiles attack electrophiles, especially when you are talking about a carbonyl group.
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