Use of NMR Spectometry for studying the acetolysis of hexamethylenetetramine. I. The reaction of TAT formation from DAPT

✍ Scribed by Chen Ju; Wang Shao-Fang

• Book ID: 105355323
• Publisher: John Wiley and Sons
• Year: 1984
• Tongue: English
• Weight: 491 KB
• Volume: 9
• Category: Article
• ISSN: 0721-3115
• DOI: 10.1002/prep.19840090206

✦ Synopsis

Abstract

The reaction of forming TAT from DAPT was followed by ^1^H NMR spectroscopy. This investigation shows that water or ammonium acetate quickens the reaction and they do take part in the reaction. Reaction intermediates were detected and according to the information obtained by NMR, their structures were postulated to be X or X~1~ in the absence or presence of water respectively.

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The kinetic study further indicated that acetylation of X~1~ to TAT is first order in X~1~ and in acetic anhydride. In other words, it is a bimolecular reaction. The rate constant k was found to be 1.46 × 10^−4^ mol^−1^ · s^−1^.