trans,trans-Muconic acid

Base Information

• Chemical Name: trans,trans-Muconic acid
• CAS No.: 3588-17-8
• Molecular Formula: C6H6O4
• Molecular Weight: 142.111
• Hs Code.: 29171900
• European Community (EC) Number: 222-724-8,208-017-7
• NSC Number: 227902,66486,16627
• UNII: 3KD92ZL2KH
• DSSTox Substance ID: DTXSID9052848
• Nikkaji Number: J73.682A,J208.691C
• Wikipedia: Muconic_acid
• Wikidata: Q2252158
• NCI Thesaurus Code: C173419
• Metabolomics Workbench ID: 2034
• ChEMBL ID: CHEMBL1922185
• Mol file: 3588-17-8.mol

Synonyms:cis,cis-muconate;muconic acid;muconic acid, (E,E)-isomer;trans,trans-muconic acid;trans-beta-hydromuconic acid

Chemical Property of trans,trans-Muconic acid

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Melting Point: 290 °C (dec.)(lit.)
• Refractive Index: 1.4434 (estimate)
• Boiling Point: 345.397 °C at 760 mmHg
• PKA: 3.77±0.10(Predicted)
• Flash Point: 176.888 °C
• PSA: 74.60000
• Density: 1.366 g/cm³
• LogP: 0.26800
• Storage Temp.: Refrigerator
• Solubility.: Soluble in dimethyl sulfoxide and methanol.
• Water Solubility.: insoluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 142.02660867
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

trans,trans-Muconic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C(=CC(=O)O)C=CC(=O)O
• Isomeric SMILES: C(=C/C(=O)O)\C=C\C(=O)O
• Uses: A metabolite found in urine, which determines biological exposure index for workers exposed to Benzene. trans,trans-1,3-Butadiene-1,4-dicarboxylic acid is a metabolite found in urine that determines biological exposure index for workers exposed to benzene.

Technology Process of trans,trans-Muconic acid

There total 75 articles about trans,trans-Muconic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

1-(2-furyl)ethanol (4208-64-4) → (2E,4E)-2,4-hexadienedioic acid (3588-17-8)

Guidance literature:

With [2,2]bipyridinyl; potassium dihydrogenphosphate; phosphoric acid; oxygen; palladium dichloride; In ethyl acetate; at 80 ℃; for 12h; pH=3; Reagent/catalyst; Solvent; Temperature; pH-value; Sealed tube;

Reference yield: 82.0%

meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1) + 2-pentanol (584-02-1) → (2E,4E)-2,4-hexadienedioic acid (3588-17-8) + C11H16O4

Guidance literature:

With ammonium perrhenate; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cctc.201600069

Reference yield: 72.0%

meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1) → (2E,4E)-2,4-hexadienedioic acid (3588-17-8)

Guidance literature:

With ammonium perrhenate; at 120 ℃; for 8h; Inert atmosphere;

DOI:10.1002/cctc.201600069

upstream raw materials:

pyridine

Glyoxal

malonic acid

(2E,4E)-6-oxohepta-2,4-dienal

Downstream raw materials:

diethyl (2E,4E)-2,4-hexadienedioate

diethylmuconate

hexa-2t,4t-dienedioic acid dibenzhydryl ester

trans-trans-Muconsaeure-diphenylester

Refernces

• 1、 Elizarova,Matvienko,Kuzmin,Savinova,Parmon. "Copper and iron hydroxides as new catalysts for redox reactions in aqueous solutions". . p. 15 - 17. Retrieved 2001.
• 2、 Saitu,Matsuura. "". . p. 3602,3603,3607. Retrieved 1967.
• 3、 Carraher, Jack M.,Carter, Prerana,Cochran, Eric W.,Forrester, Michael J.,Pfennig, Toni,Rao, Radhika G.,Shanks, Brent H.,Tessonnier, Jean-Philippe. "Solvent-driven isomerization of: cis, cis -muconic acid for the production of specialty and performance-advantaged cyclic biobased monomers". . p. 6444 - 6454. Retrieved 2020/11/09.