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

• ChemBase ID: 86664
• Molecular Formular: C12H9Cl2NO3
• Molecular Mass: 286.11076
• Monoisotopic Mass: 284.99594851
• SMILES: n1c(c2c(cccc2Cl)Cl)c(c(o1)C)C(=O)OC
• Canonical SMILES: COC(=O)c1c(C)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
• InChIKey: YPCASVCAZYPZOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate
• IUPAC Traditional name: methyl 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate
• Synonyms: 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylcarboxylic Acid Methyl Ester; methyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate

Database IDs

• CAS Number: 4402-83-9
• MDL Number: MFCD00115005
• PubChem SID: 162073780
• PubChem CID: 619436

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 - D435960

Used in the preparation of isoxazolyl penicillin derivatives.

REFERENCES

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