2-phenylprop-2-enoic acid

• ChemBase ID: 76892
• Molecular Formular: C9H8O2
• Molecular Mass: 148.15862
• Monoisotopic Mass: 148.0524295
• SMILES: OC(=O)C(=C)c1ccccc1
• Canonical SMILES: C=C(c1ccccc1)C(=O)O
• InChI: InChI=1S/C9H8O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6H,1H2,(H,10,11)
• InChIKey: ONPJWQSDZCGSQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenylprop-2-enoic acid
• IUPAC Traditional name: atropic acid
• Synonyms: α-Methylenebenzeneacetic Acid; 2-Phenylacrylic Acid; 2-Phenyl-2-propenoic Acid; NSC 20987; α-Phenylacrylic Acid; Atropic Acid; 2-Phenylprop-2-enoic acid; Atropic acid; 2-Phenylacrylic acid

Database IDs

• CAS Number: 492-38-6
• MDL Number: MFCD00046531
• PubChem SID: 162041792
• PubChem CID: 68114

CALCULATED PROPERTIES

• Acid pKa: 4.43183
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0987446
• LogD (pH = 7.4): -0.6622278
• Log P: 2.201035
• Molar Refractivity: 41.7435 cm^3
• Polarizability: 16.183477 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 107°C
• Boiling Point: 267°C

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A793850

Atropic acid is an impurity of Ipratropium bromide (I740500) and Atropine Sulfate (A794625).

REFERENCES

• Lyon, R., et al.: J. Pharm. Sci., 95, 1549 (2006)
• Loch, M., et al.: Toxicology, 233, 229 (2006)
• John, H., et al.: Anal. Bioanal. Chem., 396, 751 (2006)