Pyridine tricarboxylic acids

from Wikipedia, the free encyclopedia

In chemistry, the pyridine tricarboxylic acids form a group of organic compounds that belong to the heterocycles (more precisely: heteroaromatic compounds ). They consist of a pyridine ring that is substituted by three carboxy groups  (−COOH). Their different arrangement results in six constitutional isomers with the empirical formula C 8 H 5 NO 6 .

The naming is usually done by prefixing them the syllable Carbo (for the additional carboxyl group) to the trivial name of pyridinedicarboxylic ( cinchomeronic , Isocinchomeronsäure , Dinicotinsäure , dipicolinic , Lutidinsäure ).

Pyridine tricarboxylic acids
Surname Pyridine-2,3,4-tricarboxylic acid Pyridine-2,3,5-tricarboxylic acid Pyridine-2,3,6-tricarboxylic acid Pyridine-2,4,5-tricarboxylic acid Pyridine-2,4,6-tricarboxylic acid Pyridine-3,4,5-tricarboxylic acid
other names α-carbocinchomeronic acid Carbodinicotinic acid Carboisocinchomeronic acid carbodipicolinic
acid
Berberonic acid Collidinsäure
Carbolutidinsäure
trimesitinic
β-carbocinchomeronic acid
Structural formula Structural formula of α-carbocinchomeronic acid Structural formula of carbodinicotinic acid Carbodipicolinic acid structural formula Structural formula of berberonic acid Structural formula of collidic acid Structural formula of β-carbocinchomeronic acid
CAS number 632-95-1 116668-76-9 490-28-8 536-20-9 632-94-0
PubChem 17885103 17996040 17885101 10899899 345552 19377951
Molecular formula C 8 H 5 NO 6
Molar mass 211.13 g mol −1
Physical state firmly
Brief description crystalline tablets Needles fine leaflets Prisms white needles tabular leaflets
Melting point 249–250 ° C
(decomposes to cinchomeronic acid )
323 ° C
(decomposes to dinicotinic acid )
245–250 ° C
(decomposes to isocinchomeronic acid )
235 ° C

243 ° C (decomposition)

227 ° C (decomposition) 261 ° C
GHS
labeling
no classification available
no classification available
no classification available
no classification available
07 - Warning
Caution
no classification available
H and P phrases see above see above see above see above 317-319 see above
see above see above see above see above no EUH phrases see above
see above see above see above see above 280-305 + 351 + 338 see above

See also

Individual evidence

  1. a b c d e f g h i j k l m n o p q r Richard Wolffenstein : Die Pflanzenalkaloide , 3rd edition, Berlin 1922, pp. 69–72 ( limited preview in the Google book search).
  2. a b c d e f g h Johannes Leopold Meyer : Analysis and Constitution Determination of Organic Compounds , 4th edition, Berlin 1922, pp. 597-598 ( limited preview in the Google book search).
  3. B. Chatterjee: Donor properties of pyridine carboxylic acids: chromium (III) complexes , in: Journal of Inorganic and Nuclear Chemistry , Volume 43, No. 10, 1981, pp. 2553-2555; doi: 10.1016 / 0022-1902 (81) 80300-4 .
  4. ^ Raymond L. Richards: Vanadium: Inorganic & Coordination Chemistry , in: Encyclopedia of Inorganic and Bioinorganic Chemistry , 2011; doi: 10.1002 / 9781119951438.eibc0236 .
  5. Matrix Scientific: MSDS pyridine-2,4,6-tricarboxylic acid