Pyridine tricarboxylic acids
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 |
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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 |
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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
- ↑ 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).
- ↑ 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).
- ↑ 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 .
- ^ Raymond L. Richards: Vanadium: Inorganic & Coordination Chemistry , in: Encyclopedia of Inorganic and Bioinorganic Chemistry , 2011; doi: 10.1002 / 9781119951438.eibc0236 .
- ↑ Matrix Scientific: MSDS pyridine-2,4,6-tricarboxylic acid