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CAS No.: | 89-01-0 |
---|---|
Name: | 2,3-Pyrazinedicarboxylic acid |
Article Data: | 24 |
Molecular Structure: | |
Formula: | C6H4N2O4 |
Molecular Weight: | 168.109 |
Synonyms: | 2,3-Dicarboxypyrazine;NSC 1908; |
EINECS: | 201-875-3 |
Density: | 1.665 g/cm3 |
Melting Point: | 185-188 °C |
Boiling Point: | 449.1 °C at 760 mmHg |
Flash Point: | 225.4 °C |
Solubility: | soluble in water |
Appearance: | white to pale brown crystalline powder |
Hazard Symbols: | F, C |
Risk Codes: | 36/37/38 |
Safety: | 22-24/25-45-36/37/39-26-16 |
PSA: | 100.38000 |
LogP: | -0.12700 |
pyrazine-2,3-dicarboxylatocopper(II)
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
With water; sodium hydroxide at 90℃; for 2h; | 73% |
Conditions | Yield |
---|---|
With potassium permanganate In water at 95℃; | 71% |
With potassium hydroxide; potassium permanganate | |
With water; permanganate(VII) ion |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol 1) 50 deg C, 30 min, 2) relux, 3h; | 70% |
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; water for 48h; Heating; | 56.3% |
pyrazine-2,3-dicarbonitrile
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
With potassium hydroxide; dihydrogen peroxide | 40.3% |
beim Verseifen; | |
With sodium peroxide | |
Multi-step reaction with 2 steps 1: methanol / 20 °C 2: water / Reflux View Scheme | |
Multi-step reaction with 5 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 4: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 5: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme |
3-cyanopyrazine-2-carboxamide
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 4: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme |
3-cyanopyrazine-2-carboxylic acid
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme |
3-amidecarbonylpyrazine-2-carboxylic acid
2,3-dicarboxypyrazine
Conditions | Yield |
---|---|
With K3Na[Mo(CN)4O2]·6H2O In ethanol; water at 39.84℃; pH=8.5; |
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The 2,3-Pyrazinedicarboxylicacid, with the CAS registry number 89-01-0, is also known as Pyrazine-2,3-dicarboxylic acid. It belongs to the product categories of Carboxylic Acids; Pyrazines, Pyrimidines & Pyridazines; Pyrazine; Organic acids; Pyrazines; Pyrazinecarboxylic Acid & Derivatives; Carboxylic Acids; Pyrazines, Pyrimidines & Pyridazines; Heterocycles; Building Blocks;Heterocyclic Building Blocks. Its EINECS registry number is 201-875-3. This chemical's molecular formula is C6H4N2O4 and molecular weight is 168.11. Its IUPAC name is called pyrazine-2,3-dicarboxylic acid. The product can be used as an intermediate of anti-TB drugs pyrazinamide.
Physical properties of 2,3-Pyrazinedicarboxylicacid: (1)ACD/LogP: -3.20; (2)ACD/LogD (pH 5.5): -6.94; (3)ACD/LogD (pH 7.4): -7.34; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 6; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.638; (12)Molar Refractivity: 36.29 cm3; (13)Molar Volume: 100.9 cm3; (14)Surface Tension: 100.7 dyne/cm; (15)Density: 1.665 g/cm3; (16)Flash Point: 225.4 °C; (17)Enthalpy of Vaporization: 74.58 kJ/mol; (18)Boiling Point: 449.1 °C at 760 mmHg; (19)Vapour Pressure: 7.51E-09 mmHg at 25°C.
Preparation: this chemical can be prepared by benzo pyrazine. This reaction will need reagent potassium permanganate and hydrochloric acid. The yield is about 70%.
Uses of 2,3-Pyrazinedicarboxylicacid: it can be used to produce pyrazine-2,3-dicarboxylic acid dimethyl ester. This reaction will need reagent concentrated H2SO4.
When you are using this chemical, please be cautious about it as the following:
This chemical may catch fire in contact with air and only need brief contact with an ignition source which has a very low flash point or evolve highly flammable gases in contact with water. Besides, it may destroy living tissue on contact. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN=C(C(=N1)C(=O)O)C(=O)O
(2)InChI: InChI=1S/C6H4N2O4/c9-5(10)3-4(6(11)12)8-2-1-7-3/h1-2H,(H,9,10)(H,11,12)
(3)InChIKey: ZUCRGHABDDWQPY-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LDLo | oral | > 500mg/kg (500mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 7, 1953. |