3-(hydroxymethyl)phenyl 2-(acetyloxy)benzoate

• ChemBase ID: 159392
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: c1ccc(c(c1)C(=O)Oc1cc(ccc1)CO)OC(=O)C
• Canonical SMILES: OCc1cccc(c1)OC(=O)c1ccccc1OC(=O)C
• InChI: InChI=1S/C16H14O5/c1-11(18)20-15-8-3-2-7-14(15)16(19)21-13-6-4-5-12(9-13)10-17/h2-9,17H,10H2,1H3
• InChIKey: XYNPCXQRPQWCKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(hydroxymethyl)phenyl 2-(acetyloxy)benzoate
• IUPAC Traditional name: 3-(hydroxymethyl)phenyl 2-(acetyloxy)benzoate
• Synonyms: NCX 4017; 2-(Acetyloxy)benzoic Acid 3-(hydroxymethyl)phenyl Ester

Database IDs

• CAS Number: 287118-98-3
• PubChem SID: 162253527
• PubChem CID: 9795871

CALCULATED PROPERTIES

• Acid pKa: 14.882075
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.4745924
• LogD (pH = 7.4): 2.4745924
• Log P: 2.4745924
• Molar Refractivity: 75.8092 cm^3
• Polarizability: 29.381014 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid
• Melting Point: 77-79°C

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - A187310

Intermediate in the preparation of Nitroaspirin (NCX 4016)

REFERENCES

• Corazzi, T., et al.: J. Pharmacol. Exper. Ther., 315, 1331 (2005)
• Dunlap, T., et al.: Chem. Res. Toxicol., 20, 1903 (2005)