ethyl 5-methyl-1H-pyrazole-4-carboxylate

• ChemBase ID: 41993
• Molecular Formular: C7H10N2O2
• Molecular Mass: 154.1665
• Monoisotopic Mass: 154.07422757
• SMILES: c1(c([nH]nc1)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cn[nH]c1C
• InChI: InChI=1S/C7H10N2O2/c1-3-11-7(10)6-4-8-9-5(6)2/h4H,3H2,1-2H3,(H,8,9)
• InChIKey: HHYVTIKYZUMDIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-methyl-1H-pyrazole-4-carboxylate; ethyl 3-methyl-1H-pyrazole-4-carboxylate
• IUPAC Traditional name: ethyl 3-methyl-2H-pyrazole-4-carboxylate; ethyl 3-methyl-1H-pyrazole-4-carboxylate
• Synonyms: Ethyl 5-methyl-1H-pyrazole-4-carboxylate; 3-Methyl-1H-pyrazole-4-carboxylic acid ethyl ester; Ethyl 3-methyl-1H-pyrazole-4-carboxylate; Ethyl 3-methylpyrazole-4-carboxylate; NSC 19454; Ethyl 3-Methylpyrazole-4-carboxylate; ethyl 3-methyl-1H-pyrazole-4-carboxylate

Database IDs

• CAS Number: 85290-78-4
• MDL Number: MFCD08443874; MFCD00233457
• PubChem SID: 162046756
• PubChem CID: 227598

CALCULATED PROPERTIES

• Acid pKa: 9.02824
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.8371083
• LogD (pH = 7.4): 0.8274216
• Log P: 0.83727604
• Molar Refractivity: 41.669 cm^3
• Polarizability: 15.21387 Å^3
• Polar Surface Area: 54.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 32 - 34°C; 42 - 43 °C; 42-43°C; 49-52°C; 51-55 °C
• Hydrophobicity(logP): 1.416

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false

Product Information

• Purity: >95%; 95%; 98%
• Empirical Formula (Hill Notation): C7H10N2O2

DETAILS

Sigma Aldrich - 732583

Packaging
250 mg in glass bottle

Toronto Research Chemicals - E925115

Shows systemic antifungal activity accompanied by high levels of phytotoxicity.

REFERENCES

• Carter, G.A., et al.: Ann. Appl. Biol., 84, 333 (1976)