2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide

• ChemBase ID: 156911
• Molecular Formular: C14H16ClN3O
• Molecular Mass: 277.74934
• Monoisotopic Mass: 277.09818983
• SMILES: Cc1cccc(c1N(Cn1cccn1)C(=O)CCl)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: 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide
• IUPAC Traditional name: metazachlor
• Synonyms: 2-Chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide; Butisan; Butisan 400SC; Butisan S; Methazachlor; Pree; Sultan; Metazachlor; Metazachlor; 吡唑草胺

Database IDs

• CAS Number: 67129-08-2
• EC Number: 266-583-0
• MDL Number: MFCD00055509
• Beilstein Number: 621550
• PubChem SID: 162251048
• PubChem CID: 49384

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: 28.81046 Å^3
• Polar Surface Area: 38.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 72-74°C; 74-78 °C

Safety Information

• Storage Condition: Refrigerator
• RTECS: AB5442000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 36-36/37
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H410
• GHS Precautionary statements: P273-P280-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: PESTANAL®, analytical standard
• Suitability: passes test for identity (NMR)
• Empirical Formula (Hill Notation): C14H16ClN3O

DETAILS

Sigma Aldrich - 36155

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - M225855

A 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)