methyl 3-(2,6-dichlorophenyl)-5-(13C)methyl(4,5-13C2)-1,2-oxazole-4-carboxylate

• ChemBase ID: 167167
• Molecular Formular: C12H9Cl2NO3
• Molecular Mass: 290.08137935
• Monoisotopic Mass: 289.00936787
• SMILES: c1(c(c(ccc1)Cl)c1[13c]([13c](on1)[13CH3])[13C](=O)OC)Cl
• Canonical SMILES: CO[13C](=O)[13c]1[13c]([13CH3])onc1c1c(Cl)cccc1Cl
• InChI: InChI=1S/C12H9Cl2NO3/c1-6-9(12(16)17-2)11(15-18-6)10-7(13)4-3-5-8(10)14/h3-5H,1-2H3/i1+1,6+1,9+1,12+1
• InChIKey: YPCASVCAZYPZOI-DMBDGDEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-(2,6-dichlorophenyl)-5-(^1^3C)methyl(4,5-^1^3C₂)-1,2-oxazole-4-carboxylate
• IUPAC Traditional name: methyl 3-(2,6-dichlorophenyl)-5-(^1^3C)methyl(4,5-^1^3C₂)-1,2-oxazole-4-carboxylate
• Synonyms: 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylcarboxylic-13C4 Acid Methyl Ester

Database IDs

• PubChem SID: 162261300
• PubChem CID: 71315995

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7819943
• LogD (pH = 7.4): 3.7819946
• Log P: 3.7819946
• Molar Refractivity: 69.0488 cm^3
• Polarizability: 27.289892 Å^3
• Polar Surface Area: 52.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - D435962

Used in the preparation of isoxazolyl penicillin derivatives.

REFERENCES

• Hanson, J. C. et al.; J. Chem. Soc. 5976 (1965)