Talk:Tosyl

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Nosyl[edit]

Is Nosyl 4-nitrobenzenesulfonyl, as the text says? I thought it was 2-nitrobenzenesulfonyl.....

Fukuyama. "Ns strategies: a highly versatile synthetic method for amines". Chem. Commun. doi:10.1039/b311203a.  Seems to say that Ns is the 2-nitro Toby Broom (talk) 00:17, 21 October 2008 (UTC)

Protecting Group?[edit]

In what capacity is a tosyl group protecting an alcohol if it makes it more succeptible to nucleophilic attack? If I'm correct, then this should be changed to say that the tosyl group activates alcohols.

I agree Toby Broom (talk) 00:18, 21 October 2008 (UTC)
The real question is protection from what? It activates toward nucleophilic attack at the carbon, but one could say that it protects against deprotonation of the hydroxyl, and perhaps against some oxidation conditions and from having the alcohol act as a nucleophile. --Itub (talk) 15:33, 23 October 2008 (UTC)
I've used Tosyl to protect an amine before. For RCM and Sumarium-catalysed reactions. Removal using Na in NH3. Not a first choice (BOC/Amide didn't work), but it is used.YobMod 09:20, 2 April 2009 (UTC)

redirects[edit]

Does it make any sense that tosylate redirects here, but tosylic acid redirects to p-Toluenesulfonic acid? I'm thinking both should redirect there. --Dan Wylie-Sears 2 (talk) 15:30, 3 May 2011 (UTC)