2,3-Pyrazinedicarboxylic acid

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:89-01-0

MDL number:MFCD00006131

EINECS number:201-875-3

RTECS number:UQ2500000

BRN number:147982

PubChem number:24898680

Physical property data

1. Properties: Those containing 2 molecules of crystal water are columnar crystals. Loss of crystallization water at 100°C.

2. Density (g/mL, 25/4℃): Undetermined

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 183~185 (carbon dioxide is released at the same time)

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC) ,5.2kPa): Not determined

7. Refractive index: Not determined

8. Flash point (ºC): Not determined

9. Specific rotation (º): Not determined

10. Autoignition point or ignition temperature (ºC): Not determined

11. Vapor pressure (kPa, 25ºC): Not determined

12. Saturated vapor pressure (kPa, 60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Explosion lower limit (%, V/V): Undetermined

19. Solubility: Easily soluble in Water, soluble in methanol, acetone and ethyl acetate, slightly soluble in ethanol, ether, chloroform, benzene and petroleum ether.

Toxicological data

None

Ecological data

None

Molecular structure data

1. Molar refractive index: 36.29

2. Molar volume (cm³/mol): 100.9

3. Isotonic specific volume (90.2K ): 319.8

4. Surface tension (dyne/cm): 100.7

5.   Polarizability (10-24cm3): 14.38

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 2

3. Number of hydrogen bond acceptors: 6

4. Number of rotatable chemical bonds: 2

5. Number of tautomers: none

6. Topological molecule polar surface area 100

7. Number of heavy atoms: 12

8. Surface charge: 0

9. Complexity: 184

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

Harmful Substance. Do not breathe dust and prevent skin and eye contact.

Storage method

This product should be kept sealed.

Synthesis method

Using benzopyrazine as raw material, it is obtained by oxidation with potassium permanganate. First, put water and benzopyrazine into the reaction pot, add potassium permanganate evenly under stirring, keep the temperature at 68-70°C for 2 hours, and measure the end point. Leave it overnight, absorb the supernatant, add water to the lower layer, stir, heat to 80°C and filter, concentrate the supernatant and filtrate with a thin film evaporator, then take out and neutralize with hydrochloric acid to pH=2, and precipitate monopotassium pyrazinedicarboxylate Salt, cool, and filter at 25°C. Add the filter cake to hydrochloric acid, stir and heat until it is completely dissolved, cool and crystallize below 15°C, filter, wash with a little ethanol, and spin dry to obtain a crystalline product. Based on benzopyrazine, the yield is 70%.

Purpose

This product is an intermediate of the anti-tuberculosis drug pyrazinamide.