methyl 2-(3,4-dihydroxyphenyl)acetate

• ChemBase ID: 167861
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: c1c(c(cc(c1)CC(=O)OC)O)O
• Canonical SMILES: COC(=O)Cc1ccc(c(c1)O)O
• InChI: InChI=1S/C9H10O4/c1-13-9(12)5-6-2-3-7(10)8(11)4-6/h2-4,10-11H,5H2,1H3
• InChIKey: UGFILLIGHGZLHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(3,4-dihydroxyphenyl)acetate
• IUPAC Traditional name: methyl 2-(3,4-dihydroxyphenyl)acetate
• Synonyms: 3,4-Dihydroxybenzeneacetic Acid Methyl Ester; Methyl 3,4-Dihydroxyphenylacetate; 3,4-Dihydroxyphenylacetic Acid Methyl Ester; Methyl 3,4-Dihydroxyphenylacetate

Database IDs

• CAS Number: 25379-88-8
• PubChem SID: 162261994
• PubChem CID: 11008556

CALCULATED PROPERTIES

• Acid pKa: 9.267101
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1496837
• LogD (pH = 7.4): 1.143938
• Log P: 1.1497575
• Molar Refractivity: 46.0965 cm^3
• Polarizability: 17.872679 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid
• Melting Point: 51-53°C

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D454260

3,4-Dihydroxyphenylacetic Acid Methyl Ester is a biogenic amine metabolite. 3,4-Dihydroxyphenylacetic Acid Methyl Ester is used in the preparation of antioxidants and bacteriostatic agents.

REFERENCES

• Verhe, R. et al.: Bull. Lais. Gr. Polyphen., 16, 237 (1992)
• Anggard, E. et al.: J. Chrom., 50, 251 (1992)