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Does Capsaicin form an amine salt?
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Topic: Does Capsaicin form an amine salt? (Read 4820 times)
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RickSF
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Does Capsaicin form an amine salt?
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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,
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sjb
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Re: Does Capsaicin form an amine salt?
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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
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RickSF
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Re: Does Capsaicin form an amine salt?
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August 07, 2008, 09:22:58 PM »
Thank you for the response!
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agrobert
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diels alder
Re: Does Capsaicin form an amine salt?
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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.
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Does Capsaicin form an amine salt?