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Study of methylation of nitrogen-containing compounds in the gas phase

✍ Scribed by Xiang Zhang; Haoyang Wang; Yuanxi Liao; Houwei Ji; Yinlong Guo

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
230 KB
Volume
42
Category
Article
ISSN
1076-5174

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✦ Synopsis

Abstract

The methyl migration between the protonated N,N‐dimethylisopropylamine and other neutral aliphatic amines in the gas phase has been investigated by a hybrid external chemical ionization source ion trap mass spectrometer. Similar reactions have been found in the aqueous solution by Callahan and Wolfenden (J. Am. Chem. Soc. 2003; 125: 310). At the same time, density functional theory (DFT) calculations show that in contrast with the neutral N,N‐dimethylisopropylamine, protonated N,N‐dimethylisopropylamine is a better methyl donor. These results indicate that protonation promotes the methyl migration between aliphatic amines both in the gas phase and in the aqueous solution. In addition, methyl transfer also exists between the protonated N,N‐dimethylisopropylamine and some other nitrogen‐containing compounds. Copyright © 2006 John Wiley & Sons, Ltd.

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