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should sodium lipoate react with ascorbic acid? - (Mar/14/2017 )

Hi, 

In short:

what would be the product of:  C6H8O6 (ascorbic acid) + NaC8H13O2S2 (alpha lipoic acid sodium salt) -----> ?

 

Explanation:

I've bought R-Alpha lipoic acid powder (but i'm not sure how pure it's).  I mixed 500mg  of ALA with 250mg sodium bicarbonate to get Sodium Lipoate, 30 minutes later (when the reaction is over)  I added some 250mg of pure ascorbic acid to the final mixture and some small amount of insoluble sulfuric color goo formed. my question: Is this an impurity in ALA ? In other words: should Sodium lipoate react with ascorbic acid in anyway? if it reacts what are the reaction's products? 

 

 

 

Thanks in advance 

-Illusion-

Ascorbic acid is a reducing agent and the lipoic acid contains a disulfide bond, and these are prone to be reduced,

https://en.wikipedia.org/wiki/Disulfide#Reactions

 

so you probably formed dihydrolipoate in a first step...  something similar to this

https://biocyc.org/META/NEW-IMAGE?type=REACTION&object=RXN-18328

 

Further than that hard to say

-El Crazy Xabi-

El Crazy Xabi Thanks a lot for the info! 

-Illusion-