methyl 4-(benzyloxy)-3-hydroxybenzoate

• ChemBase ID: 170275
• Molecular Formular: C15H14O4
• Molecular Mass: 258.26926
• Monoisotopic Mass: 258.08920893
• SMILES: c1c(c(cc(c1)C(=O)OC)O)OCc1ccccc1
• Canonical SMILES: COC(=O)c1ccc(c(c1)O)OCc1ccccc1
• InChI: InChI=1S/C15H14O4/c1-18-15(17)12-7-8-14(13(16)9-12)19-10-11-5-3-2-4-6-11/h2-9,16H,10H2,1H3
• InChIKey: OXEZVYTTZZQFCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(benzyloxy)-3-hydroxybenzoate
• IUPAC Traditional name: methyl 4-(benzyloxy)-3-hydroxybenzoate
• Synonyms: 4-Hydroxy-3-(phenylmethoxy)-benzoic Acid Methyl Ester; 4-Hydroxy-3-(benzyloxy)-benzoic Acid Methyl Ester

Database IDs

• CAS Number: 1037072-57-3
• PubChem SID: 164226185
• PubChem CID: 11448276

CALCULATED PROPERTIES

• Acid pKa: 9.566982
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2399223
• LogD (pH = 7.4): 3.237035
• Log P: 3.2399592
• Molar Refractivity: 71.14 cm^3
• Polarizability: 27.46131 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - H829900

,4-Dihydroxybenzoic Acid (D451680) derivative with antioxidant properties. Used in the synthesis of cis- and trans-dibenzo-30-crown-10 derivatives.

REFERENCES

• He, C. et al.; J. Org. Chem. 73, 5872 (2008)