Dinicotinic acid

Structural formula
General
Surname	Dinicotinic acid
other names	Pyridine-3,5-dicarboxylic acid
Molecular formula	C 7 H 5 NO 4
Brief description	white fine crystalline powder
External identifiers / databases
EC number	207-893-8
ECHA InfoCard	100.007.177
PubChem	10366
ChemSpider	9939
Wikidata	Q15632703
properties
Molar mass	167.10 g mol −1
Physical state	firmly
Melting point	320-325 ° C
pK s value	pK s 1 (25 ° C) = 2.82
solubility	slightly soluble in water (1.0 g l −1 at 25 ° C); soluble in DMSO and hydrochloric acid;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 302 + 352-304 + 340-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dinicotinic acid ( pyridine-3,5-dicarboxylic acid ) is an organic compound that belongs to the group of heterocycles (more precisely: heteroaromatic compounds ). It belongs to the group of pyridinedicarboxylic acids and consists of a pyridine ring that has two carboxy groups in the 3- and 5-positions. The name is derived from nicotinic acid ( pyridine-3-carboxylic acid ), which has only one carboxy group in the 3-position on the pyridine ring .

Extraction and presentation

The compound is formed when pyridine tetracarboxylic acid or carbodinicotinic acid is heated .

properties

Dinicotinic acid

Dinicotinic acid is sparingly soluble in water and ether. It melts at 323 ° C and thus has the highest melting point of all pyridinedicarboxylic acids. When melted, it decarboxylates and decomposes into nicotinic acid :

The compound has a monoclinic crystal structure with the space group P 2 ₁ / c (space group no. 14) . Template: room group / 14

Individual evidence

↑ ^a ^b ^c ^d ^e data sheet dinicotinic acid (PDF) from Merck , accessed on December 27, 2013.
^ D'Ans-Lax: Pocket book for chemists and physicists , 3rd edition, Volume 1, Springer-Verlag, Berlin-Göttingen-Heidelberg 1967 ( ChemieOnline - pK _b and pK _s values ).
^ William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 474 ( limited preview in Google Book search).
↑ ^a ^b ^c Richard Wolffenstein : The plant alkaloids . Springer-Verlag, 2013, ISBN 978-3-642-92449-1 , pp. 67 ( limited preview in Google Book search).
↑ Hans Meyer, Hans Tropsch: About dinicotinic acid and its degradation to ββ′-diaminopyridine and about αα′-diaminopyridine. In: Monthly magazine for chemistry . 35, 1914, pp. 207-217, doi : 10.1007 / BF01518124 .
^ J. Trotter: Structure Reports Organic Section . Springer Science & Business Media, 2013, ISBN 978-94-017-3121-8 , pp. 174 ( limited preview in Google Book search).

[Merck-1] ↑ ^a ^b ^c ^d ^e data sheet dinicotinic acid (PDF) from Merck , accessed on December 27, 2013.

[D'Ans-Lax-2] D'Ans-Lax: Pocket book for chemists and physicists , 3rd edition, Volume 1, Springer-Verlag, Berlin-Göttingen-Heidelberg 1967 ( ChemieOnline - pK _b and pK _s values ).

[William_M._Haynes-3] William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 474 ( limited preview in Google Book search).

[Richard_Wolffenstein-4] Richard Wolffenstein : The plant alkaloids . Springer-Verlag, 2013, ISBN 978-3-642-92449-1 , pp. 67 ( limited preview in Google Book search).

[DOI10.1007/BF01518124-5] Hans Meyer, Hans Tropsch: About dinicotinic acid and its degradation to ββ′-diaminopyridine and about αα′-diaminopyridine. In: Monthly magazine for chemistry . 35, 1914, pp. 207-217, doi : 10.1007 / BF01518124 .

[J._Trotter-6] J. Trotter: Structure Reports Organic Section . Springer Science & Business Media, 2013, ISBN 978-94-017-3121-8 , pp. 174 ( limited preview in Google Book search).