4-hydroxybenzene-1,3-dicarboxylic acid

• ChemBase ID: 170601
• Molecular Formular: C8H6O5
• Molecular Mass: 182.13024
• Monoisotopic Mass: 182.02152329
• SMILES: c1cc(c(cc1C(=O)O)C(=O)O)O
• Canonical SMILES: OC(=O)c1ccc(c(c1)C(=O)O)O
• InChI: InChI=1S/C8H6O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)(H,12,13)
• InChIKey: BCEQKAQCUWUNML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxybenzene-1,3-dicarboxylic acid
• IUPAC Traditional name: 4-hydroxyisophthalic acid
• Synonyms: 4-Hydroxy-1,3-benzenedicarboxylic Acid; 4-Hydroxy-m-phthalic Acid; Eupirina; NSC 2445; 4-Hydroxyisophthalic Acid

Database IDs

• CAS Number: 636-46-4
• PubChem SID: 164226511
• PubChem CID: 12490

CALCULATED PROPERTIES

• Acid pKa: 2.5390394
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.36607
• LogD (pH = 7.4): -4.7764034
• Log P: 1.6348463
• Molar Refractivity: 42.5513 cm^3
• Polarizability: 15.767683 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - H943580

4-Hydroxyisophthalic acid has been proposed as an improvement over aspirin. An impurity of Acetylsalicylic acid (A187780).

REFERENCES

• Chester, et al.: Nature, 206, 175 (1955)