1H-imidazole-4,5-dicarboxylic acid

• ChemBase ID: 108162
• Molecular Formular: C5H4N2O4
• Molecular Mass: 156.09626
• Monoisotopic Mass: 156.01710662
• SMILES: OC(=O)c1c(nc[nH]1)C(=O)O
• Canonical SMILES: OC(=O)c1[nH]cnc1C(=O)O
• InChI: InChI=1S/C5H4N2O4/c8-4(9)2-3(5(10)11)7-1-6-2/h1H,(H,6,7)(H,8,9)(H,10,11)
• InChIKey: ZEVWQFWTGHFIDH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazole-4,5-dicarboxylic acid
• IUPAC Traditional name: 1H-imidazole-4,5-dicarboxylic acid
• Synonyms: 1H-imidazole-4,5-dicarboxylic acid; 4,5-Imidazoledicarboxylic acid; 4,5-IMIDAZOLEDICARBOXYLIC ACID; 咪唑-4,5-二羧酸

Database IDs

• CAS Number: 570-22-9
• EC Number: 209-327-5
• MDL Number: MFCD00005200
• Beilstein Number: 147774
• PubChem SID: 24880377; 162094369; 24854783
• PubChem CID: 68442

CALCULATED PROPERTIES

• Acid pKa: 3.5453043
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.2870097
• LogD (pH = 7.4): -5.8812556
• Log P: -0.89193296
• Molar Refractivity: 33.0307 cm^3
• Polarizability: 12.147953 Å^3
• Polar Surface Area: 103.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 280°C; 280-285 °C (dec.)(lit.); ca 283°C dec.
• Density: 1.749

Safety Information

• RTECS: NI4760000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (T); 95%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C5H4N2O4

DETAILS

MP Biomedicals - 05206292

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 246115

Packaging
5, 25 g in glass bottle