3-chloro-5-methyl-4-nitro-1H-pyrazole

• ChemBase ID: 164310
• Molecular Formular: C4H4ClN3O2
• Molecular Mass: 161.54646
• Monoisotopic Mass: 160.99920406
• SMILES: [nH]1nc(c(c1C)[N+](=O)[O-])Cl
• Canonical SMILES: [O-][N+](=O)c1c(C)[nH]nc1Cl
• InChI: InChI=1S/C4H4ClN3O2/c1-2-3(8(9)10)4(5)7-6-2/h1H3,(H,6,7)
• InChIKey: ZCHRCALASPNJEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-5-methyl-4-nitro-1H-pyrazole; 5-chloro-3-methyl-4-nitro-1H-pyrazole
• IUPAC Traditional name: 3-chloro-5-methyl-4-nitro-1H-pyrazole; 3-chloro-5-methyl-4-nitro-2H-pyrazole
• Synonyms: 3-Chloro-5-methyl-4-nitro-1H-pyrazole; 3(or 5)-Chloro-5(or 3)-methyl-4-nitropyrazole; 5-Chloro-3-methyl-4-nitro-1H-pyrazole; ABG 3030; CMN-Pyrazole; 5-Chloro-3-methyl-4-nitro-1H-pyrazole

Database IDs

• CAS Number: 6814-58-0
• MDL Number: MFCD00462202
• PubChem SID: 162258445
• PubChem CID: 23256

CALCULATED PROPERTIES

• Acid pKa: 7.676984
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.66501063
• LogD (pH = 7.4): 0.4891558
• Log P: 0.6678395
• Molar Refractivity: 36.4675 cm^3
• Polarizability: 12.9649725 Å^3
• Polar Surface Area: 74.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 108 - 110°C
• Hydrophobicity(logP): 1.294

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C369115

5-Chloro-3-methyl-4-nitro-1H-pyrazole (CMNP) is a pyrazole-derived plant growth regulator used as a citrus abscission agent.

REFERENCES

• Barcelo, J., et al.: J. Plant Nutr., 13, 1 (1990)
• Delessert, C., et al.: Plant Mol. Biol., 55, 165 (1990)
• Both, M., et al.: The Plant Cell, 17, 2107 (1990)