49360

Glutaconic acid

97% (T)

• Synonym(s): 2-Pentenedioic acid
• Linear Formula: HOOCCH₂CH=CHCOOH
• CAS Number: 1724-02-3
• Molecular Weight: 130.10
• Beilstein: 1759560
• EC Number: 217-027-0
• MDL number: MFCD00002784
• UNSPSC Code: 12352100
• PubChem Substance ID: 57651185
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97% (T)
• functional group: carboxylic acid
• SMILES string: OC(=O)C\C=C\C(O)=O
• InChI: 1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+
• InChI key: XVOUMQNXTGKGMA-OWOJBTEDSA-N

Description

General description

Glutaconic acid, also known as 2-pentenedioic acid, is an unsaturated dicarboxylic acid. It is formed as one of the degradation products during the partial wet oxidation (PWO) of alkali lignin.[1] The analysis of its crystal structure indicates that the compound exists predominantly in the trans-conformation.[2] The geometric bond lengths and bond angles of glutaconic acid have been obtained using Hartree–Fock (HF), density functional calculations and IR spectral data.[3]

Application

Glutaconic acid has been used in the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA.[4] It may be used in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PCl₅).[5]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves