4-amino-3,6-dichloropyridine-2-carboxylic acid

• ChemBase ID: 125801
• Molecular Formular: C6H4Cl2N2O2
• Molecular Mass: 207.01416
• Monoisotopic Mass: 205.96498274
• SMILES: Clc1c(nc(Cl)cc1N)C(=O)O
• Canonical SMILES: Clc1cc(N)c(c(n1)C(=O)O)Cl
• InChI: InChI=1S/C6H4Cl2N2O2/c7-3-1-2(9)4(8)5(10-3)6(11)12/h1H,(H2,9,10)(H,11,12)
• InChIKey: NIXXQNOQHKNPEJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-3,6-dichloropyridine-2-carboxylic acid
• IUPAC Traditional name: aminopyralid
• Synonyms: 4-amino-3,6-dichloropicolinic acid; Aminopyralid; 4-Amino-3,6-dichloro-2-pyridinecarboxylic Acid; Milestone-13C2,15N; 4-Amino-3,6-dichloropyridine-2-carboxylic acid; Aminopyralid

Database IDs

• CAS Number: 150114-71-9
• MDL Number: MFCD08273857
• Beilstein Number: 12065018
• PubChem SID: 162220148
• PubChem CID: 213012
• Chemspider ID: 184712
• Wikipedia Title: Aminopyralid

CALCULATED PROPERTIES

• Acid pKa: 0.9441874
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.19015908
• LogD (pH = 7.4): -1.796196
• Log P: 1.3983471
• Molar Refractivity: 46.1566 cm^3
• Polarizability: 16.991934 Å^3
• Polar Surface Area: 76.21 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-white powder
• Melting Point: 161.75 - 165.23°C
• Density: 1.72 (20°C, relative to water at 4°C)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26; R
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C6H4Cl2N2O2

DETAILS

Sigma Aldrich - 32457

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

Toronto Research Chemicals - A628820

Aminopyralid is used as a herbicide for control weeds and arthropods.

REFERENCES

• Mitich, L., et al.: Weed Technol., 14, 231 (2000)
• Berisford, Y., et al.: Weed Sci., 54, 391 (2000)
• Westra, P., et al.: Proc. Weed Sci. Soc. America, 49, 407 (2000)