3-(acetyloxy)-2-phenylpropanoic acid

• ChemBase ID: 159514
• Molecular Formular: C11H12O4
• Molecular Mass: 208.21058
• Monoisotopic Mass: 208.07355886
• SMILES: c1cccc(c1)C(COC(=O)C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccccc1)COC(=O)C
• InChI: InChI=1S/C11H12O4/c1-8(12)15-7-10(11(13)14)9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,13,14)
• InChIKey: OXGQBORIYFGJPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(acetyloxy)-2-phenylpropanoic acid
• IUPAC Traditional name: 3-(acetyloxy)-2-phenylpropanoic acid
• Synonyms: 2-Phenyl-β-acetoxypropanoic Acid; Tropic Acid Acetate; α-[(Acetyloxy)methyl]benzeneacetic Acid; Acetyltropic Acid

Database IDs

• CAS Number: 14510-36-2
• PubChem SID: 162253649
• PubChem CID: 10921700

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.05129526
• LogD (pH = 7.4): -1.7521769
• Log P: 1.3143346
• Molar Refractivity: 52.8663 cm^3
• Polarizability: 20.846539 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 4.1505103

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 89-91°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A189700

Intermediate in the synthesis of Tropine and respective derivatives

REFERENCES

• Schmidt, G., et al.: J. Pharm. Sci., 56, 215 (1967)