Aprotic nitrating agent

Nitronium salts are efficient and powerful nitrating agents. Nitronium tetrafluoroborate is the most commonly used nitronium salt for nitration and is commercially available as a solid or as a solution in sulfolane in which the ions are highly solvated and exist as an ion pair. Nitronium tetrafluoroborate shows poor solubility in most organic solvents and so the more soluble nitronium hexafluorophosphate is sometimes preferred for nitrations. Olah and co-workers - have studied the nitration of a vast array of aromatics with nitronium salts. Solutions of nitronium salts in aprotic organic solvents are useful for the nitration of acid sensitive or readily oxidized substrates. Nitronium tetrafluoroborate has been used for the... 

Nitronium tetrafluoroborate See NITRATING AGENTS See other APROTIC SOLVENTS... 

Chichibabin amination refers to a reaction in which a hydrogen of an azaheteroarene is replaced by an amino group. The reaction is usually carried out by heating the heterocycle with a metal amide at elevated temperatures in an aprotic inert solvent. Potassium amide or sodium amide in liquid ammonia have also been found to be appropiate reagents for amination the presence of an oxidant seems to promote the reaction. Potassium nitrate is usually employed as an oxidant, 9 16 but other work shows that potassium permanganate can also successfully be used as an oxidizing agent in liquid ammonia.IO-20 17... 

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