ethyl 1H-pyrazole-4-carboxylate

• ChemBase ID: 55343
• Molecular Formular: C6H8N2O2
• Molecular Mass: 140.13992
• Monoisotopic Mass: 140.05857751
• SMILES: c1(C(=O)OCC)c[nH]nc1
• Canonical SMILES: CCOC(=O)c1c[nH]nc1
• InChI: InChI=1S/C6H8N2O2/c1-2-10-6(9)5-3-7-8-4-5/h3-4H,2H2,1H3,(H,7,8)
• InChIKey: KACZQOKEFKFNDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1H-pyrazole-4-carboxylate
• IUPAC Traditional name: ethyl 1H-pyrazole-4-carboxylate
• Synonyms: ethyl 1H-pyrazole-4-carboxylate; Ethyl 4-pyrazolecarboxylate; 4-Ethoxycarbonyl-1H-pyrazole; Ethyl 1H-Pyrazole-4-carboxylate; Ethyl 4-Pyrazolecarboxylate; 4-Pyrazolecarboxylic Acid Ethyl Ester; Ethyl 1H-pyrazole-4-carboxylate hydrochloride; 4-(Ethoxycarbonyl)-1H-pyrazole; Ethyl 1H-pyrazole-4-carboxylate 98+%; Ethyl 4-pyrazolecarboxylate; 4-吡唑甲酸乙酯

Database IDs

• CAS Number: 37622-90-5
• MDL Number: MFCD00010844; MFCD16038569
• PubChem SID: 162060106; 24857940
• PubChem CID: 142179

CALCULATED PROPERTIES

• Acid pKa: 8.891499
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.63752764
• LogD (pH = 7.4): 0.6240345
• Log P: 0.63771474
• Molar Refractivity: 36.5193 cm^3
• Polarizability: 13.462251 Å^3
• Polar Surface Area: 54.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71 - 73°C; 78-80 °C(lit.); 78-80°C
• Boiling Point: 138-140 °C/3 mmHg(lit.); 138-140°C/3mm
• Hydrophobicity(logP): 1.147

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; 99%
• Empirical Formula (Hill Notation): C6H8N2O2

DETAILS

Sigma Aldrich - 300780

Application
Starting material employed in a copper-diamine-catalyzed N-arylation reaction.1
Packaging
500 mg in glass bottle

Toronto Research Chemicals - P842560

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)