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Cas Database |
| Name |
3,4-Pyridinedicarboxylic acid |
EINECS | 207-705-4 |
| CAS No. | 490-11-9 | Density | 1.551 g/cm3 |
| PSA | 87.49000 | LogP | 0.47800 |
| Solubility | 2.34g/L(25 oC) | Melting Point |
262 °C |
| Formula | C7H5NO4 | Boiling Point | 528.8 °C at 760 mmHg |
| Molecular Weight | 167.121 | Flash Point | 273.6 °C |
| Transport Information | N/A | Appearance | white to slightly beige fine crystalline powder |
| Safety | 26-36-24/25 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Cinchomeronic acid;NSC 178; |
Article Data | 61 |
3,4-Pyridinedicarboxylic acid Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: nicotinic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -50℃; for 0.5h; Metallation; Stage #2: carbon dioxide In tetrahydrofuran; hexane Substitution; | 73% |
| Conditions | Yield |
|---|---|
| With Iron(III) nitrate nonahydrate; tetrabutylammomium bromide; nitric acid In water at 60℃; for 16h; | 71% |
| Stage #1: isoquinoline With acetic acid In water at 20℃; for 0.25h; Stage #2: With ozone In water at 20 - 25℃; for 6h; | 45% |
| With alkaline permanganate solution |
| Conditions | Yield |
|---|---|
| Stage #1: pyridine-4-carboxylic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -50 - -25℃; for 0.5h; Metallation; Stage #2: carbon dioxide In tetrahydrofuran; hexane Substitution; | 65% |
- 490-11-9
3,4-pyridinecarboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In 1,4-dioxane; water for 48h; Heating; | 54.5% |
- 38738-68-0
3-aza-2,4-cyclopentadiene
- 490-11-9
3,4-pyridinecarboxylic acid
| Conditions | Yield |
|---|---|
| With polymer-bound monoester of acetylenedicarboxylic acid In dimethyl sulfoxide for 72h; Heating; behaviour of various aza- and diaza-cyclopentadienones as dienes or dienophiles; hydrolysis of the polymer-bound product; | 54.3% |
| Conditions | Yield |
|---|---|
| With potassium permanganate | |
| In water Ambient temperature; electrochemical oxidation on activated nickel hydroxide anode; | 56 % Chromat. |
| Conditions | Yield |
|---|---|
| With ozone; acetic acid |
| Conditions | Yield |
|---|---|
| With permanganate(VII) ion |
- 24202-79-7
pyridine-3,4-dicarboxylic acid 3-methyl ester
A
- 110-86-1
pyridine
B
- 93-60-7
methyl 3-pyridinecarboxylate
C
- 490-11-9
3,4-pyridinecarboxylic acid
D
- 24202-74-2
4-(methoxycarbonyl)nicotinic acid
| Conditions | Yield |
|---|---|
| beim Erhitzen ueber den Schmelzpunkt; |
3,4-Pyridinedicarboxylic acid Specification
The IUPAC name of Pyridine-3,4-dicarboxylic acid is pyridine-3,4-dicarboxylic acid. With the CAS registry number 490-11-9, it is also named as Chinchomeronic acid. The product's categories are Pyridine; Pyridine Derivative; Pyridine Series; Carboxylic Acids; Carboxylic Acids. Besides, it is white to slightly beige fine crystalline powder, which should be stored away from oxides. In addition, its molecular formula is C7H5NO4 and molecular weight is 167.12.
The other characteristics of this product can be summarized as: (1)EINECS: 207-705-4; (2)ACD/LogP: -0.80; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -4.35; (5)ACD/LogD (pH 7.4): -4.94; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 5; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.627; (14)Molar Refractivity: 38.2 cm3; (15)Molar Volume: 107.7 cm3; (16)Surface Tension: 83.5 dyne/cm; (17)Density: 1.551 g/cm3; (18)Flash Point: 273.6 °C; (19)Melting Point: 262 °C; (20)Enthalpy of Vaporization: 84.6 kJ/mol; (21)Boiling Point: 528.8 °C at 760 mmHg; (22)Vapour Pressure: 5.21E-12 mmHg at 25 °C.
Preparation of Pyridine-3,4-dicarboxylic acid: this chemical can be prepared by Pyrrol-3-one.
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This reaction needs Polymer-bound monoester of acetylenedicarboxylic acid and Dimethylsulfoxide by heating for 3 days. The yield is 54.3 %.
Uses of Pyridine-3,4-dicarboxylic acid: this chemical is used in organic synthesis. Moreover, it can be used to produce Pyridine-3,4-dicarboxylic acid anhydride.
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This reaction needs Ac2O by heating for 45 min. The yield is 96 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes.
People can use the following data to convert to the molecule structure.
(1)SMILES: c1cncc(c1C(=O)O)C(=O)O
(2)InChI: InChI=1/C7H5NO4/c9-6(10)4-1-2-8-3-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12)
(3)InChIKey: MUYSADWCWFFZKR-UHFFFAOYAA
(4)Std. 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)
(5)Std. InChIKey: MUYSADWCWFFZKR-UHFFFAOYSA-N
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