Talk:Di-tert-butyl dicarbonate

Amine or Amide
The last section (other uses) talks about formation of a carbamate from a secondary amine. I don't think this is really right - the nitrogen is adjacent to a carbonyl so is a secondary amide - I'm not sure what that makes the Boc-protected version (basically an imide version of a carbamate I guess). Sinkingpie (talk) 16:37, 25 February 2011 (UTC)

First off, apologies if I don't get the format right, still a newbie. Sinkingpie's comment is correct, it should be a secondary amide. The product is still called a carbamate. More importantly, there is a significant error in the Chemdraw PNG file. The oxygen on the final compound in the synthesis of the bread aroma compound comes from the red oxygen not the blue one. The hydrolysis of the C-O and C-N bonds forms a hemiacetal which then collapses to release ethoxide. Sn2 type reactions on hemiacetals are a big problem for incoming organic chemistry students, and I think the correction will clear up confusion about the reaction shown on the page. (David Kornfilt 130.126.229.148 (talk) 01:02, 17 May 2011 (UTC))

Wrong formula; questionable reaction
The first preparation shows phosgene reacting in the presence of THF and "C6C6", which is an obvious typo. "use the reaction of sodium tert-butylate with carbon dioxide, catalysed by p-toluenesulfonic acid or methanesulfonic acid" - wouldn't sodium butylate + ...sulfonic acid = Boom? 69.72.27.116 (talk) 07:10, 7 July 2011 (UTC)

Yes, "C6C6" should be "C6H6" (or "benzene"), per the Org. Syn. reference. The questionable reaction appears to be a misrepresentation of the process in United States Patent 6020514. Rather than sulfonic acid catalysts, the process employs sulfonyl chloride reagents. (I can find no reference to an acid-catalyzed process.) 67.244.8.252 (talk) 06:59, 27 January 2012 (UTC)

Tert
Why is tert written in italic? Aminabzz (talk) 02:17, 3 September 2023 (UTC)