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

• ChemBase ID: 104380
• Molecular Formular: C6H6O4
• Molecular Mass: 142.10944
• Monoisotopic Mass: 142.02660867
• SMILES: OC(=O)/C=C/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C=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)
• InChIKey: TXXHDPDFNKHHGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-hexa-2,4-dienedioic acid; hexa-2,4-dienedioic acid
• IUPAC Traditional name: trans, trans-muconic acid; 2,4-hexadienedioic acid
• Synonyms: (2E,4E)-hexa-2,4-dienedioic acid; trans,trans-2,4-Hexadienedioic acid; trans,trans-1,3-Butadiene-1,4-dicarboxylic acid; trans,trans-Muconic acid; (2E,4E)-2,4-Hexadienedioic Acid; (E,E)-Muconic acid; NSC 66486; trans,trans-Muconic Acid; trans, trans-MUCONIC ACID; 2,4-HEXADIENEDIOIC ACID; trans,trans-Muconic acid; trans,trans-1,3-Butadiene-1,4-dicarboxylic acid; 反,反-1,3-丁二烯-1,4-二羧酸; 反,反-2,4-己二烯二酸; 反,反-粘康酸; 反式,反式-1,3-丁二烯-1,4-二羧酸

Database IDs

• CAS Number: 3588-17-8
• EC Number: 222-724-8
• MDL Number: MFCD00002702
• Beilstein Number: 1722248
• Merck Index: 146299
• PubChem SID: 162091454; 24886038; 24897302
• PubChem CID: 5356793

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: Off-White Solid
• Melting Point: 290 °C (dec.)(lit.); 302-305°C (dec.); ca 300°C dec.
• Boiling Point: 320 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: MM2235070
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (GC); 98%; 98+%
• Grade: purum
• Linear Formula: HO2CCH=CHCH=CHCO2H

DETAILS

MP Biomedicals - 02155743

(trans, trans-1,3-Butadiene-1,4-dicarboxylic acid) Crystalline

MP Biomedicals - 05215554

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M90003

Packaging
1, 10 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M90003.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - 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)