Dinicotinic acid
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Names | |
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Preferred IUPAC name Pyridine-3,5-dicarboxylic acid | |
Other names 3,5-Pyridinedicarboxylic acid | |
Identifiers | |
CAS Number |
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3D model (JSmol) |
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Beilstein Reference | 131640 |
ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.007.177 ![]() |
EC Number |
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Gmelin Reference | 279307 |
PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C7H5NO4 |
Molar mass | 167.120 g·mol−1 |
Structure[1] | |
Crystal structure | monoclinic |
Space group | P21/c, No. 14 |
Lattice constant | a = 9.702 Å, b = 11.153 Å, c = 6.587 Å α = 90°, β = 107.80°, γ = 90° |
Formula units (Z) | 4 |
Hazards | |
GHS labelling: | |
Pictograms | ![]() |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Dinicotinic acid (pyridine-3,5-dicarboxylic acid) is a heterocyclic organic compound, more precisely a heteroaromatic. It is one of many pyridinedicarboxylic acids and consists of a pyridine ring carrying to carboxy groups in the 3- and 5-positions.
Preparation and properties
Dinicotinic acid can be formed by heating pyridine-2,3,5,6-tetracarboxylic acid or carbodinicotinic acid (pyridine-2,3,5-tricarboxylic acid).[2][3]
The acid is sparingly soluble in water and ether. Its melting point of 323 °C is the highest among pyridinedicarboxylic acids. Upon heating, it decarboxylates and decomposes to nicotinic acid:[4]
References
- ^ Structure reports for 1973 : organic section. Organic compounds. J. Trotter. Dordrecht: Springer. 1975. p. 174. ISBN 978-94-017-3121-8. OCLC 859588799.
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: CS1 maint: others (link) - ^ Meyer, Hans; Tropsch, Hans (1914). "Über Dinicotinsäure und deren Abbau zu ββ′-Diaminopyridin und über das αα′-Diaminopyridin". Monatshefte für Chemie (in German). 35 (2): 207–217. doi:10.1007/BF01518124. ISSN 0026-9247.
- ^ Wolffenstein, Richard (1922). Die Pflanzenalkaloide (in German) (Dritte, verbesserte und vermehrte Auflage ed.). Berlin, Heidelberg. p. 67. ISBN 978-3-642-92449-1. OCLC 913710178.
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: CS1 maint: location missing publisher (link) - ^ Alam, Mahbub; Khan, M. Hafeez (1980). "Preparation of some nicotinic acid derivatives". Philippine Journal of Science. 109 (1–2): 19–21.
See also
- Dipicolinic acid, an isomeric dicarboxylic acid