Английская Википедия:2,4,6-Trimethylpyridine

Материал из Онлайн справочника
Перейти к навигацииПерейти к поиску

Шаблон:Chembox

2,4,6-Trimethylpyridine (2,4,6-collidine) is an organic compound which belongs to the heterocycles (more precisely, heteroaromatics). It consists of a pyridine ring substituted with three methyl groups. It belongs to the substance group of the collidines, a group of six constitutional isomers. 2,4,6-trimethylpyridine is the most well-known isomer of this group.

Properties

The compound has a refractive index of 1.4959 (25 °C).[1]

Preparation

2,4,6-Trimethylpyridine was isolated from Dippel's oil in 1854.[2][3] A synthesis can be carried out analogously to the Hantzsch's dihydropyridine synthesis from ethyl acetoacetate (as β-ketocarbonyl compound), acetaldehyde and ammonia in the ratio 2: 1: 1.[4]

Use

By oxidation of the methyl groups with potassium permanganate collidinic acid is obtained.[5]

2,4,6-Trimethylpyridine is used in organic syntheses (for example, for dehydrohalogenation[6]), by binding the formed hydrogen halides.

See also

References

  1. Шаблон:Cite book
  2. Collidin. In: Heinrich August Pierer, Julius Löbe (Hrsg.): Universal-Lexikon der Gegenwart und Vergangenheit. 4. Auflage. Band 4. Altenburg 1858, S. 262 (zeno.org).
  3. Friedrich Auerbach: „Ueber ein neues Collidin“, in: Berichte der deutschen chemischen Gesellschaft, 1892, 25 (2), S. 3485–3490 (Шаблон:Doi).
  4. T. Laue, A. Plagens: Namen- und Schlagwort-Reaktionen der Organischen Chemie, 5. Auflage, Teubner Verlag, Wiesbaden 2006, Шаблон:ISBN, S. 172.
  5. Шаблон:Citation
  6. Шаблон:RömppOnline