hexa-2,4-dienedioic acid

• ChemBase ID: 128470
• Molecular Formular: C6H6O4
• Molecular Mass: 142.10944
• Monoisotopic Mass: 142.02660867
• SMILES: OC(=O)C=CC=CC(=O)O
• Canonical SMILES: OC(=O)C=CC=CC(=O)O
• InChI: InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)
• InChIKey: TXXHDPDFNKHHGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexa-2,4-dienedioic acid; (2Z,4Z)-hexa-2,4-dienedioic acid
• IUPAC Traditional name: 2,4-hexadienedioic acid; muconic acid
• Synonyms: (E,E)-Muconic acid; Muconic acid; cis,cis-2,4-Hexadienedioic acid; cis,cis-Muconic acid; 顺,顺-2,4-己二烯二酸; 顺,顺-粘康酸

Database IDs

• CAS Number: 3588-17-8; 1119-72-8
• MDL Number: MFCD00085266
• Beilstein Number: 1722246
• PubChem SID: 24849841; 162222777
• PubChem CID: 310; 5356793
• Wikipedia Title: Muconic_acid

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: 1 g/5 L at 15 °C in water
• Apperance: Crystalline prisms
• Melting Point: 194-195 °C(lit.); 194–195 °C (cis,cis form, prisms from ethanol), 301 °C (trans,trans-form, prisms from water), 190–191 °C (cis,trans-form, needles from hot water)
• Boiling Point: 345 °C
• Density: 1.366 g/mL

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C6H6O4

DETAILS

Sigma Aldrich - 15992

Packaging
5 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 15992.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.