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3,4-Pyridinedicarboxylic acid

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3,4-Pyridinedicarboxylic acid Basic information

Product Name:
3,4-Pyridinedicarboxylic acid
Synonyms:
  • Chinchomeronic acid
  • CINCHOMERONIC ACID
  • 3,4-PYRIDINEDICARBOXYLIC ACID
  • AKOS 92171
  • PYRIDINE-3,4-DICARBOXYLIC ACID
  • RARECHEM AL BO 1260
  • cinchomeronic acid crystalline
  • Pyridine-3,4-dicarboxylicacid,97%
CAS:
490-11-9
MF:
C7H5NO4
MW:
167.12
EINECS:
207-705-4
Product Categories:
  • Building Blocks
  • C7
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Carboxylic Acids
  • Pyridine
  • pyridine derivative
  • Pyridine Series
  • Carboxylic Acids
  • Pyridines
  • bc0001
Mol File:
490-11-9.mol
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3,4-Pyridinedicarboxylic acid Chemical Properties

Melting point:
262 °C (dec.) (lit.)
Boiling point:
295.67°C (rough estimate)
Density 
1.5216 (rough estimate)
refractive index 
1.6280 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
2.34g/l
form 
Fine Crystalline Powder
pka
1.00±0.10(Predicted)
color 
White to slightly beige
Water Solubility 
2.34g/L(25 ºC)
Merck 
14,2283
BRN 
137242
InChI
InChI=1S/C7H5NO4/c9-6(10)4-1-2-8-3-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12)
InChIKey
MUYSADWCWFFZKR-UHFFFAOYSA-N
SMILES
C1=NC=CC(C(O)=O)=C1C(O)=O
CAS DataBase Reference
490-11-9(CAS DataBase Reference)
NIST Chemistry Reference
3,4-Pyridinedicarboxylic acid(490-11-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333999

MSDS

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3,4-Pyridinedicarboxylic acid Usage And Synthesis

Uses

Due to the electron-withdrawing effect of the nitrogen atom on the ring, electrophilic substitution reactions are generally difficult to occur. However, nucleophilic substitution reactions on the pyridine ring are relatively easy to occur. Taking advantage of this property, a variety of important pyridine compounds can be prepared from 3,4-pyridinedicarboxylic acid and its derivatives. Because they often have good biological activity, they are often used as important raw materials or intermediates for the synthesis of pharmaceuticals and pesticides, playing an important role in the synthesis of pyridine drugs.

Chemical Properties

white to slightly beige fine crystalline powder

Definition

ChEBI: Cinchomeronic acid is a pyridinedicarboxylic acid. It is a conjugate acid of a cinchomeronate(1-).

Purification Methods

Crystallise the acid from H2O or dilute aqueous HCl. It has also been purified via the dimethyl ester which is distilled (b 95-100o/1.5mm) and hydrolysed with 3.5N HCl, evaporated and recrystallised. [Armarego & Evans J Appl Chem 12 45 1962, Foye et al. J Med Chem 9 61 1966, Beilstein 22 H 155, 22 I 534, 22 II 106, 22 III/IV 1641, 22/4 V 135.]

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