(2R)-2-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenoxy}propanoic acid

• ChemBase ID: 164860
• Molecular Formular: C14H11ClFNO4
• Molecular Mass: 311.6928432
• Monoisotopic Mass: 311.03606374
• SMILES: c1c(ccc(c1)O[C@H](C)C(=O)O)Oc1ncc(cc1F)Cl
• Canonical SMILES: OC(=O)[C@H](Oc1ccc(cc1)Oc1ncc(cc1F)Cl)C
• InChI: InChI=1S/C14H11ClFNO4/c1-8(14(18)19)20-10-2-4-11(5-3-10)21-13-12(16)6-9(15)7-17-13/h2-8H,1H3,(H,18,19)/t8-/m1/s1
• InChIKey: YUIKUTLBPMDDNQ-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenoxy}propanoic acid
• IUPAC Traditional name: (2R)-2-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenoxy}propanoic acid
• Synonyms: (2R)-2-[4-[(5-Chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propanoic Acid; (R)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propanoic Acid; CGA 193469; (R)-Clodinafop

Database IDs

• CAS Number: 114420-56-3
• PubChem SID: 162258994
• PubChem CID: 5483847

CALCULATED PROPERTIES

• Acid pKa: 2.7062383
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7649432
• LogD (pH = 7.4): -0.014560553
• Log P: 3.486141
• Molar Refractivity: 72.5183 cm^3
• Polarizability: 28.191833 Å^3
• Polar Surface Area: 68.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C584500

(R)-Clodinafop is used as herbicides for weed control in wheat.

REFERENCES

• Zadoks, J., et al.: Weeds Res., 14, 415 (1974)
• Dadari, S., et al.: Crop Protection, 24, 842 (1974)