Glutaconic acid

Base Information

• Chemical Name: Glutaconic acid
• CAS No.: 628-48-8
• Molecular Formula: C5H6 O4
• Molecular Weight: 130.1
• Hs Code.: 2917198090
• European Community (EC) Number: 217-027-0
• UNII: NOH8K33D47
• ChEMBL ID: CHEMBL557347
• DSSTox Substance ID: DTXSID70211883
• Metabolomics Workbench ID: 2025
• Nikkaji Number: J7.761E,J95.462D
• NSC Number: 227882
• Wikidata: Q2823263
• Wikipedia: Glutaconic_acid
• Mol file: 628-48-8.mol

Synonyms:glutaconate;glutaconic acid;glutaconic acid, (E)-isomer;glutaconic acid, copper salt;glutaconic acid, ion(2-)

Chemical Property of Glutaconic acid

Chemical Property:

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 413.8±28.0 °C(Predicted)
• PKA: pK1:3.77;pK2:5.08 (25°C)
• PSA: 74.60000
• Density: 1.384±0.06 g/cm3(Predicted)
• LogP: 0.10190
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Water (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 130.02660867
• Heavy Atom Count: 9
• Complexity: 147

Purity/Quality:

99%, ^*data from raw suppliers

trans-Glutaconic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C=CC(=O)O)C(=O)O
• Isomeric SMILES: C(/C=C/C(=O)O)C(=O)O
• Uses: trans-Glutaconic Acid is used in the synthesis of iso and azokainoids which act as agonists for glutamate receptors. E-isomer of Glutaconic Acid (G596945).

Technology Process of Glutaconic acid

There total 2 articles about Glutaconic 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:

(Z)-glutaconic acid (505-36-2) → Glutaconsaeureanhydrid (5926-95-4) + glutaconic acid (628-48-8)

Guidance literature:

at 145 - 150 ℃;

Reference yield:

methyl 3-bromo-2-oxopentanedioate → 1,5-pentanedioic acid (110-94-1) + glutaconic acid (628-48-8) + 3,4-bis-carboxymethyl-adipic acid (90927-67-6)

Guidance literature:

at 160 ℃; beim Erwaermen des Reaktionsprodukts mit konz.wss.Salzsaeure;

Reference yield: 90.0%

ethanol (64-17-5) + glutaconic acid (628-48-8) → (E)-diethyl glutaconate (73178-43-5)

Guidance literature:

sulfuric acid; for 12h; Heating / reflux;

upstream raw materials:

(Z)-glutaconic acid

Downstream raw materials:

Glutaconsaeureanhydrid

5-benzyl glutaconyl chloride

1-benzyl glutaconyl chloride

glutaconic acid