2-methyl-2-phenylbutanedioic acid

• ChemBase ID: 174149
• Molecular Formular: C11H12O4
• Molecular Mass: 208.21058
• Monoisotopic Mass: 208.07355886
• SMILES: C(CC(=O)O)(c1ccccc1)(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccccc1)(CC(=O)O)C
• InChI: InChI=1S/C11H12O4/c1-11(10(14)15,7-9(12)13)8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H,12,13)(H,14,15)
• InChIKey: ZQVXSSDWCRHKPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-2-phenylbutanedioic acid
• IUPAC Traditional name: 2-methyl-2-phenylbutanedioic acid
• Synonyms: 2-Methyl-2-phenyl-succinic Acid; 2-Methyl-2-phenyl-butanedioic Acid; 2-Methyl-2-phenylsuccinic Acid

Database IDs

• CAS Number: 34862-03-8
• PubChem SID: 164230059
• PubChem CID: 3747215

CALCULATED PROPERTIES

• Acid pKa: 4.113339
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.24422196
• LogD (pH = 7.4): -2.9176884
• Log P: 1.8343216
• Molar Refractivity: 52.7075 cm^3
• Polarizability: 20.603285 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform (Sparingly); Methanol
• Apperance: White Solid
• Melting Point: 158-160°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M326105

Intermediate in the preparation of anticonvulsants.

REFERENCES

• Jackman, G., et al.: J. Pharm. Pharmacol., 14 679 (1962)
• Dudley, K., et al.: Drug Metab., Disposition, 2, 113 (1962)