Talk:Ammonium thioglycolate

Latest comment: 16 years ago by Ike9898 in topic Action on disulfide bond- disputed tag

Action on disulfide bond- disputed tag

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I did a rewrite on this article, but didn't change the meaning at all. However as a chemist I question the idea that the thioglycolic acid merely protonates the sulfur to break it. (If this were true, surely any weak ammonium salt like ammonium acetate would do.) This compound contains a thiol, doesn't it react with the RS-SR in the hair to form R-S-S-CH2COO? I would expect the hydrogen peroxide to then cause oxidation and perhaps cause partial re-formation of the original R-S-S-R. That's why I've added a disputed tag to this. Walkerma 04:43, 16 December 2005 (UTC)Reply

Almost correct. The thiol of thioglycolic acid reduces the disulfide bonds via disulfide exchange. The final product is (HOOCCH2S)2, which is washed away. The hydrogen peroxide oxidizes the cysteines to cystine, thus reforming the original R-S-S-R bond. ~K 05:13, 16 December 2005 (UTC)Reply

Thanks K, that makes sense. Walkerma 06:54, 16 December 2005 (UTC)Reply

Too much about perms

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In my opinion, this article is too much about perms, and not enough about the chemical itself. I assume that we already have a perm article that covers that topic well. ike9898 (talk) 14:48, 21 July 2008 (UTC)Reply