3-[(4-methoxyphenyl)methyl]-1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 172907
• Molecular Formular: C16H14O3
• Molecular Mass: 254.28056
• Monoisotopic Mass: 254.09429431
• SMILES: c1ccc2c(c1)C(=O)OC2Cc1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)CC1OC(=O)c2c1cccc2
• InChI: InChI=1S/C16H14O3/c1-18-12-8-6-11(7-9-12)10-15-13-4-2-3-5-14(13)16(17)19-15/h2-9,15H,10H2,1H3
• InChIKey: OSLPIRVMPPCRGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-methoxyphenyl)methyl]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: 3-[(4-methoxyphenyl)methyl]-3H-2-benzofuran-1-one
• Synonyms: 3-[(4-Methoxyphenyl)methyl]-1(3H)-isobenzofuranone; 3-(p-Methoxybenzyl)phthalide; 3-(4-Methoxybenzyl)phthalide

Database IDs

• CAS Number: 66374-23-0
• PubChem SID: 164228817
• PubChem CID: 12779675

CALCULATED PROPERTIES

• Acid pKa: 15.585911
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.4431803
• LogD (pH = 7.4): 3.4431803
• Log P: 3.4431803
• Molar Refractivity: 72.1389 cm^3
• Polarizability: 27.962431 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M261245

Reagent used in the preparation of drugs for treating Alzheimer’s and other neurotic diseases.

REFERENCES

• Yamato, M., et al.: Chem. Pharm. Bull., 26, 1990 (1978)