N-[2,6-bis(2H3)methylphenyl]-2-chloro-N-(1H-pyrazol-1-ylmethyl)acetamide

• ChemBase ID: 172702
• Molecular Formular: C14H16ClN3O
• Molecular Mass: 277.74934
• Monoisotopic Mass: 277.09818983
• SMILES: c1ccn(n1)CN(C(=O)CCl)c1c(cccc1C)C
• Canonical SMILES: ClCC(=O)N(c1c(C)cccc1C)Cn1cccn1
• InChI: InChI=1S/C14H16ClN3O/c1-11-5-3-6-12(2)14(11)18(13(19)9-15)10-17-8-4-7-16-17/h3-8H,9-10H2,1-2H3
• InChIKey: STEPQTYSZVCJPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2,6-bis(^2H₃)methylphenyl]-2-chloro-N-(1H-pyrazol-1-ylmethyl)acetamide
• IUPAC Traditional name: N-[2,6-bis(^2H₃)methylphenyl]-2-chloro-N-(pyrazol-1-ylmethyl)acetamide
• Synonyms: 2-Chloro-N-[2,6-(dimethyl-d6)phenyl]-N-(1H-pyrazol-1-ylmethyl)acetamide; BAS 479-d6; BAS 47902H-d6; BAS 479H-d6; Butisan-d6; Butisan 400SC-d6; Butisan S-d6; Methazachlor-d6; Pree-d6; Sultan-d6; Metazachlor-d6

Database IDs

• PubChem SID: 164228612
• PubChem CID: 71749976

CALCULATED PROPERTIES

• Acid pKa: 16.64854
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.9787953
• LogD (pH = 7.4): 2.9788895
• Log P: 2.9788907
• Molar Refractivity: 86.6744 cm^3
• Polarizability: 28.961128 Å^3
• Polar Surface Area: 38.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225857

A labelled chloroacetanilide herbicide used on vegetable crops.

REFERENCES

• Matthies, M., et al.: Environ. Sci. Technol., 43, 9223 (2009)
• Hollender, J., et al.: Environ. Sci. Technol., 43, 7862 (2009)
• Dresen, S., et al.: Anal. Bioanal. Chem., 396, 2425 (2009)
• Liu, B., et al.: J. Agric. Food Chem., 58, 2673 (2009)