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1° Amines to Diazonium ...
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.\r\n 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.\r\n 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.\r\n
Material Proyectable
material_proyectable Rebiun36496948 https://catalogo.rebiun.org/rebiun/record/Rebiun36496948 m o c vz czazuu cr cnannnuuuuu 230725s2022 mau002 o vleng d 12537 JoVE UCEU on1391119467 12537 MyJoVE Corporation MAJOV eng rda pn MAJOV eng eng 1° Amines to Diazonium or Aryldiazonium Salts Diazotization with NaNO2 Overview Cambridge JoVE 2022 Cambridge Cambridge JoVE 1 online resource (1 video file (1 min., 26 sec.)) sound, color 1 online resource (1 video file (1 min., 26 sec.)) 000126 Two-dimensional Moving Image tdi rdacontent computer c rdamedia online resource cr rdacarrier digital rdatr video file rdaft Core: Organic Chemistry. Amines 19.25 2769-4496 Presented by MyJoVE Corporation 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.\r\n 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.\r\n 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.\r\n Presented in English; subtitles in English Instructional and Educational Work MyJoVE Corporation production company publisher Core. Organic Chemistry. Amines 19.25. 2769-4496