1H-pyrazole-4-carboxylic acid

• ChemBase ID: 24698
• Molecular Formular: C4H4N2O2
• Molecular Mass: 112.08676
• Monoisotopic Mass: 112.02727738
• SMILES: c1(C(=O)O)c[nH]nc1
• Canonical SMILES: OC(=O)c1c[nH]nc1
• InChI: InChI=1S/C4H4N2O2/c7-4(8)3-1-5-6-2-3/h1-2H,(H,5,6)(H,7,8)
• InChIKey: IMBBXSASDSZJSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-pyrazole-4-carboxylic acid
• IUPAC Traditional name: 1H-pyrazole-4-carboxylic acid
• Synonyms: 1H-Pyrazole-4-carboxylic acid; 1H-Pyrazole-4-carboxylic Acid; 4-Carboxypyrazole; Pyrazole-4-carboxylic Acid; 4-Pyrazolecarboxylic Acid; 4-Pyrazolecarboxylic acid; 4-Carboxy-1H-pyrazole; 1H-Pyrazole-4-carboxylic acid; 1H-吡唑-4-甲酸; 4-吡唑羧酸

Database IDs

• CAS Number: 37718-11-9; 1134-50-5
• EC Number: 253-641-5
• MDL Number: MFCD00011558
• PubChem SID: 160988005; 24857935
• PubChem CID: 3015937

CALCULATED PROPERTIES

• Acid pKa: 3.4341729
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1283627
• LogD (pH = 7.4): -3.4613287
• Log P: -0.06498729
• Molar Refractivity: 27.0016 cm^3
• Polarizability: 9.598587 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 281-283°C; 282 - 284°C; 282 °C (dec.)(lit.); 282°C
• Hydrophobicity(logP): 0.538

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• 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: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C4H4N2O2

DETAILS

Sigma Aldrich - 300713

Packaging
500 mg in glass bottle

Toronto Research Chemicals - P842550

Used for the synthesis of isoxazole-4-carboxylic acid derivatives and isoxazole-3,5-dicarboxamides as herbicides.

REFERENCES

• Pietruszko, R., et al.: Biochem. Pharmacol., 24,1603 (1975)