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Topic: synthesis of aspirin  (Read 8630 times)

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hackerdiety03

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synthesis of aspirin
« on: February 02, 2005, 10:59:49 PM »
hello!  I am a chem. major in college.  I recently did an experiment of synthesizing aspirin.  catalysts were used in the beginning process, like pyridine, boron trifluoride methanol, and sulfuric acid.  we later did a recrystallization to measure the pure product of aspirin

MAIN QUESTION: Hydrochloric acid is about as strong a mineral acid as sulfuric acid.  Why would it not be satisfactory catalyst in this reaction?

ANSWER:  HCL is too strong of an acid and would destroy the reactants in the process.  Not sure about my answer.    

 

Offline Mitch

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Re:synthesis of aspirin
« Reply #1 on: February 02, 2005, 11:07:59 PM »
Sulfuric acid isn't as nucleophilic as HCl would be an other reason. The answer will depend on what the mechanism is.
« Last Edit: February 02, 2005, 11:08:45 PM by Mitch »
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hackerdiety03

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Re:synthesis of aspirin
« Reply #2 on: February 02, 2005, 11:13:53 PM »
Isn't related to how Cl is more electronegative than O?  Won't HCL not carry on the reaction to later make aspirin?

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Re:synthesis of aspirin
« Reply #3 on: February 02, 2005, 11:21:00 PM »
depends on the mechanism.
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