Nitrosyl cation

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Mesomeric formula of the nitrosyl cation.

The nitrosyl cation is the ion created by the oxidation of nitrogen monoxide . Other spellings or names are also nitrosyl cation and nitrosonium ion. It is a particle that occurs in some salts and occurs in several chemical reactions.

Occurrence and origin

The nitrosyl cation can be obtained for reactions, for example, from nitrosyl chloride , nitrosyl sulfuric acid and nitrosyl tetrafluoroborate .

  • Nitrosyl chloride

  • Nitrosyl sulfuric acid

  • Nitrosyl tetrafluoroborate

One way to obtain a nitrosyl cation is the acidic treatment of a nitrite:

Formation of a nitrosyl cation

Here the nitrite anion takes up a proton in two steps. The resulting molecule then divides, creating water and the nitrosyl cation.

use

The nitrosyl cation plays a role in several reactions.

Diazotization

The electrophilic nitrosyl cation is the decisive reagent for diazotization :

Diazotization by nitrosyl cation

Nitrosation

The nitrosyl cation plays the decisive role in the nitrosation of N -monosubstituted acid amides , in which N -nitrosamides are formed:

Nitrosation of N-methylamide.

Individual evidence

  1. ^ A b c Jürgen Falbe , Manfred Regitz : Römpp Chemie Lexikon . 9th edition. Georg Thieme Verlag, Stuttgart 1990, ISBN 3-13-735009-3 , p. 3028 .
  2. ^ A b Jonathan Clayden, Nick Greeves, Stuart Warren: Organic Chemistry . 2nd Edition. Springer Spectrum, Berlin Heidelberg 2013, ISBN 978-3-642-34715-3 , p. 513 .