2-(2,6-dichlorophenoxy)propanoic acid

• ChemBase ID: 167160
• Molecular Formular: C9H8Cl2O3
• Molecular Mass: 235.06402
• Monoisotopic Mass: 233.98504948
• SMILES: c1ccc(c(c1Cl)OC(C)C(=O)O)Cl
• Canonical SMILES: CC(C(=O)O)Oc1c(Cl)cccc1Cl
• InChI: InChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-6(10)3-2-4-7(8)11/h2-5H,1H3,(H,12,13)
• InChIKey: JTSKVVDMNKQPAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,6-dichlorophenoxy)propanoic acid
• IUPAC Traditional name: 2-(2,6-dichlorophenoxy)propanoic acid
• Synonyms: 2-(2,6-Dichlorophenoxy)propanoic Acid; 2,6-Dichlorophenoxy-α-propionic Acid; 2-(2,6-Dichlorophenoxy)propionic Acid

Database IDs

• CAS Number: 25140-90-3
• PubChem SID: 162261293
• PubChem CID: 91290

CALCULATED PROPERTIES

• Acid pKa: 2.9531932
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.56537116
• LogD (pH = 7.4): -0.40947953
• Log P: 3.0704114
• Molar Refractivity: 52.7093 cm^3
• Polarizability: 20.96806 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D435905

A di-substituted analog of 2-phenoxypropionic acid with inhibitory activity on tillering in rice. It is a degradation product of phenoxy acid herbicides found in groundwater.

REFERENCES

• Baylis, A.D. et al.: Plant Growth Reg., 10, 205 (1991)
• Reitzel, L. et al.: Environ. Sci. Technol., 38, 457 (1991)