(2E,4E)-(2H4)hexa-2,4-dienedioic acid

• ChemBase ID: 174853
• Molecular Formular: C6H6O4
• Molecular Mass: 142.10944
• Monoisotopic Mass: 142.02660867
• SMILES: C(=CC=C\C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C=CC=C\C(=O)O
• InChI: InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+
• InChIKey: TXXHDPDFNKHHGW-ZPUQHVIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-(^2H₄)hexa-2,4-dienedioic acid
• IUPAC Traditional name: (2E,4E)-(^2H₄)hexa-2,4-dienedioic acid
• Synonyms: (2E,4E)-2,4-Hexadienedioic Acid-d4; (E,E)-Muconic acid-d4; NSC 66486-d4; trans,trans-2,4-Hexadienedioic Acid-d4; trans,trans-Muconic Acid-d4

Database IDs

• PubChem SID: 164230763
• PubChem CID: 45039973

CALCULATED PROPERTIES

• Acid pKa: 3.8717706
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.0409052
• LogD (pH = 7.4): -5.453198
• Log P: 0.48630133
• Molar Refractivity: 34.9256 cm^3
• Polarizability: 12.462371 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: >290°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M791000

Labelled trans,trans-Muconic Acid (M791001). A metabolite found in urine, which determines biological exposure index for workers exposed to Benzene.

REFERENCES

• Chapman, D., et al.: Drug Metab. Dispos., 18, 929 (1990)