2-[(2-methylpropoxy)carbonyl]benzoic acid

• ChemBase ID: 174746
• Molecular Formular: C12H14O4
• Molecular Mass: 222.23716
• Monoisotopic Mass: 222.08920893
• SMILES: c1ccc(c(c1)C(=O)OCC(C)C)C(=O)O
• Canonical SMILES: CC(COC(=O)c1ccccc1C(=O)O)C
• InChI: InChI=1S/C12H14O4/c1-8(2)7-16-12(15)10-6-4-3-5-9(10)11(13)14/h3-6,8H,7H2,1-2H3,(H,13,14)
• InChIKey: RZJSUWQGFCHNFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-methylpropoxy)carbonyl]benzoic acid
• IUPAC Traditional name: MIBP
• Synonyms: Phthalic Acid Monoisobutyl Ester; MiBP; Monoisobutyl Phthalate; 1,2-Benzenedicarboxylic Acid 1-(2-Methylpropyl) Ester; 1,2-Benzenedicarboxylic Acid Mono(2-methylpropyl) Ester

Database IDs

• CAS Number: 30833-53-5
• PubChem SID: 164230656
• PubChem CID: 92272

CALCULATED PROPERTIES

• Acid pKa: 3.084679
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.49379203
• LogD (pH = 7.4): -0.58502495
• Log P: 2.878609
• Molar Refractivity: 59.0837 cm^3
• Polarizability: 22.627895 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 78-80°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M547700

Phthalate metabolite.

REFERENCES

• Sathyanarayana, S., et al.: Environ. Res., 108, 413 (2008)
• Engel, S., et al.: NeuroToxicol., 30, 522 (2008)
• Seckin, E., et al.: Toxicol. Lett., 188, 33 (2008)