Imidazole-4,5-dicarboxylic acid
Structural formula
| Business number | 05TY |
|---|---|
| Molecular formula | C65H4N2O4 |
| Molecular weight | 156.1 |
| label |
4,5-imidazoledicarboxylic acid, 4,5-dicarboxyimidazole, Imidazole-4,5-dicarboxylic acid, Medicine |
Numbering system
CAS number:570-22-9
MDL number:MFCD00005200
EINECS number:209-327-5
RTECS number:NI4760000
BRN number:147774
PubChem number:24880377
Physical property data
1. Physical property data
1. Characteristics: white crystalline powder
2. SPAN>Melting point (℃)：280℃ (decomposed into imidazole and carbon dioxide)
3. SPAN>Solubility:Soluble in ammonia or alkali solution, insoluble in water, ethanol, ether.
Toxicological data
None
Ecological data
None
Molecular structure data
5. Molecular property data: 1. Molar refractive index: 32.63 2. Molar Volume (m3/mol）：86.0 3. isotonic specific volume (90.2K):285.2 4. Surface Tension (dyne/cm):120.8 5. Polarizability(10-24cm3): 12.93
Compute chemical data
1. Reference value for calculation of hydrophobic parameters (XlogP): -0.2
2. Number of hydrogen bond donors: 3
3. Number of hydrogen bond acceptors: 5
4. Number of rotatable chemical bonds: 2
5. Number of tautomers: 3
6. Topological molecule polar surface area 103
7. Number of heavy atoms: 11
8. Surface charge: 0
9. Complexity: 193
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
None
Storage method
None
Synthesis method
1. Production method Brief description:
Obtained from o-phenylenediamine through cyclization and ring opening. Add o-phenylenediamine to formic acid
, stir and heat, and keep 2h at 95-98℃. Cool down to 50-60℃,
Adjust pH=10 with 10% sodium hydroxide solution, bring it down to room temperature, and wait
Filter, wash with water and dry to obtain benzimidazole. While stirring, add benzimid
Put azole into concentrated acid, raise the temperature to 100℃, slowly add hydrogen peroxide dropwise,
After the addition, stir the reaction at 140-150℃ for 1h, and then cool down to 40 SPAN>℃, add
Dilute with water, precipitate crystals, filter, wash with water, and dry to obtain 4,5-carboxylic acid
Chiimidazole.
Purpose
2. Use: used in the production of imidazole.