Anmelden

Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.

The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss to form nitrosonium ion. Nitrosonium ion is a highly reactive electrophile that undergoes a reaction with the nucleophilic nitrogen atom of an amine.

Nitrous acid can react with different classes of amines, such as primary, secondary, and tertiary aliphatic or aromatic amines, to give different products. For example, nitrous acid reacts with primary amines to form a diazonium salt. The reaction is called the diazotization of amines. Nitrous acid reacts with secondary amines to yield N-nitrosamine. With tertiary aliphatic amines, nitrous acid reacts to generate water-soluble salts and N-nitrosoammonium compounds. In contrast, tertiary arylamines undergo electrophilic aromatic substitution to form aromatic C-nitroso compounds.

Tags
DiazotizationNitrous AcidNitric AcidAmineDiazonium SaltAryldiazonium SaltN nitrosamineN nitrosoammoniumElectrophilic Aromatic SubstitutionC nitroso Compound

Aus Kapitel 19:

article

Now Playing

19.23 : 1° Amine zu Diazonium- oder Aryldiazoniumsalzen: Diazotierung mit NaNO2 - Übersicht

Amine

3.2K Ansichten

article

19.1 : Amine: Einführung

Amine

4.0K Ansichten

article

19.2 : Nomenklatur der primären Amine

Amine

3.2K Ansichten

article

19.3 : Nomenklatur der sekundären und tertiären Amine

Amine

3.5K Ansichten

article

19.4 : Nomenklatur der Aryl und heterocyclischen Amine

Amine

2.2K Ansichten

article

19.5 : Struktur der Amine

Amine

2.4K Ansichten

article

19.6 : Physikalische Eigenschaften von Aminen

Amine

2.8K Ansichten

article

19.7 : Basizität der aliphatischen Amine

Amine

5.5K Ansichten

article

19.8 : Basizität der aromatischen Amine

Amine

6.9K Ansichten

article

19.9 : Basizität von heterocyclischen aromatischen Aminen

Amine

5.3K Ansichten

article

19.10 : NMR Spektroskopie von Aminen

Amine

8.1K Ansichten

article

19.11 : Massenspektrometrie von Aminen

Amine

4.0K Ansichten

article

19.12 : Herstellung von Aminen: Alkylierung von Ammoniak und Aminen

Amine

3.1K Ansichten

article

19.13 : Herstellung von 1°-Aminen: Azid-Synthese

Amine

3.7K Ansichten

article

19.14 : Herstellung von 1° Aminen: Gabriel-Synthese

Amine

3.4K Ansichten

See More

JoVE Logo

Datenschutz

Nutzungsbedingungen

Richtlinien

Forschung

Lehre

ÜBER JoVE

Copyright © 2025 MyJoVE Corporation. Alle Rechte vorbehalten