4-(chloromethyl)-6,7-dimethoxy-1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 164442
• Molecular Formular: C11H11ClO4
• Molecular Mass: 242.65564
• Monoisotopic Mass: 242.03458651
• SMILES: c1c(c(c2c(c1CCl)COC2=O)OC)OC
• Canonical SMILES: COc1cc(CCl)c2c(c1OC)C(=O)OC2
• InChI: InChI=1S/C11H11ClO4/c1-14-8-3-6(4-12)7-5-16-11(13)9(7)10(8)15-2/h3H,4-5H2,1-2H3
• InChIKey: AHWVGGSUPOUZPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(chloromethyl)-6,7-dimethoxy-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: 4-(chloromethyl)-6,7-dimethoxy-3H-2-benzofuran-1-one
• Synonyms: 4-(Chloromethyl)-6,7-dimethoxy-1(3H)-isobenzofuranone; 4-(Chloromethyl)-6,7-dimethoxyphthalide; 4-(Chloromethyl)meconin

Database IDs

• CAS Number: 6518-91-8
• PubChem SID: 162258577
• PubChem CID: 12577519

CALCULATED PROPERTIES

• Acid pKa: 15.057354
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7998496
• LogD (pH = 7.4): 1.7998496
• Log P: 1.7998496
• Molar Refractivity: 59.4312 cm^3
• Polarizability: 22.808949 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-white Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C369365

Meconin (M202900) derivative. Used in the preparation of Luminol (L474450) analogs.

REFERENCES

• White, E. & Bursey, M.; J. Org. Chem. 31, 1912 (1996)