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Topic: Does Capsaicin form an amine salt?  (Read 4606 times)

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Offline RickSF

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Does Capsaicin form an amine salt?
« on: August 05, 2008, 08:33:40 PM »
I can't for the life of me find this anywhere...

I always assumed that the main ingredient in Tobasco sauce (and other hot sauces) is vinegar because the NH will react to form a salt, making the acetate which would be water soluble.  I even checked Merck; all it says:

Practically insol in cold water.  Freely sol. in alc, ether, benzene, chcl3; slightly sol in CS2


...can anyone confirm this is the case?

The molecular structure:

http://en.wikipedia.org/wiki/Image:Capsaicin_chemical_structure.png


Thank you in advance,

Offline sjb

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Re: Does Capsaicin form an amine salt?
« Reply #1 on: August 06, 2008, 05:46:50 AM »
It's unlikely, as the NH in question is part of an amide so not especially basic, imo.

http://en.wikipedia.org/wiki/Capsaicin#Mechanism_of_action has some notes on why you get a burning sensation, though it is a bit technical.

S

Offline RickSF

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Re: Does Capsaicin form an amine salt?
« Reply #2 on: August 07, 2008, 09:22:58 PM »
Thank you for the response!

Offline agrobert

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Re: Does Capsaicin form an amine salt?
« Reply #3 on: August 11, 2008, 05:27:34 PM »
The vinegar in most hot sauces is for taste and preservation.  I'm uncertain about the solubility but most hot sauces are not really homogeneous unless they are chili oil extracts. 
In the realm of scientific observation, luck is only granted to those who are prepared. -Louis Pasteur

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