3-ethenyl-5-hydroxyphenyl acetate

• ChemBase ID: 159010
• Molecular Formular: C10H10O3
• Molecular Mass: 178.1846
• Monoisotopic Mass: 178.06299418
• SMILES: c1c(cc(cc1C=C)O)OC(=O)C
• Canonical SMILES: C=Cc1cc(OC(=O)C)cc(c1)O
• InChI: InChI=1S/C10H10O3/c1-3-8-4-9(12)6-10(5-8)13-7(2)11/h3-6,12H,1H2,2H3
• InChIKey: MKGQHSMFHGYADS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethenyl-5-hydroxyphenyl acetate
• IUPAC Traditional name: 3-ethenyl-5-hydroxyphenyl acetate
• Synonyms: 5-Ethenyl-1,3-benzenediol 1-Acetate; 5-Acetoxy-3-hydroxy Styrene; 3-Acetoxy-5-hydroxy Styrene

Database IDs

• CAS Number: 920489-98-1
• PubChem SID: 162253145
• PubChem CID: 53434945

CALCULATED PROPERTIES

• Acid pKa: 8.945967
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.013489
• LogD (pH = 7.4): 2.00154
• Log P: 2.0136435
• Molar Refractivity: 48.8576 cm^3
• Polarizability: 18.873993 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - A165760

Intermediate for the synthesis of Resveratrol

REFERENCES

• Wang, M., et al.: J. Agric. Food Chem., 47, 3974 (1999)
• Acquaviva, R., et al.: J. Food Sci., 67, 137 (1999)
• Lee, H., et al.: Bioorg. Med. Chem. Lett., 14, 463 (1999)