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Topic: Synthesis Of Aspirin Using acid chloride?  (Read 18554 times)

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Offline Lou Lou

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Synthesis Of Aspirin Using acid chloride?
« on: January 03, 2008, 06:56:42 PM »
Hi I should be very grateful if someone could help me with the following question.

Write an equation for the synthesis of aspirin using acid chloride instead of acetic anhydride.

This has been confusing me for hours I have checked my notes, books and the internet but cannot find anything that will help me answer the question. I am sorry if it is blazingly obvious but i have very little chemistry knowledge and am getting nowhere at all on my own.

Thanks again 

Theresa

Offline agrobert

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Re: Synthesis Of Aspirin Using acid chloride?
« Reply #1 on: January 03, 2008, 07:06:55 PM »
Do you know what acid chloride is?

Sometimes it is referred to as acetyl chloride.

http://en.wikipedia.org/wiki/Acetyl_chloride

Which can be substituted for acetic anhydride and the use of a base (pyridine) to consume the hydrochloric acid.

http://en.wikipedia.org/wiki/Aspirin#Synthesis

Salicylic Acid -(Acetyl Chloride + Pyridine)-> Aspirin + Pyridine HCl
In the realm of scientific observation, luck is only granted to those who are prepared. -Louis Pasteur

Offline Lou Lou

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Re: Synthesis Of Aspirin Using acid chloride?
« Reply #2 on: January 03, 2008, 07:16:37 PM »
Hi and thanks for your reply.

Yes i have been onto wikipedia and looked up acetyl chloride but was not getting anywhere at all. Thank you so much for your help, I will now try to write and balance the equation from here.

Kind regards,

Theresa

Offline Alpha-Omega

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Re: Synthesis Of Aspirin Using acid chloride?
« Reply #3 on: January 03, 2008, 10:56:03 PM »
Here is you aspirin prep using acetyl chloride in place of acetic anhydride.  I am attaching the pdf and here is the link you can download it yourself:  http://www.earlham.edu/~chem/chem111f03/labs/Experiment%2011.pdf

Good Luck

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