49360
Glutaconic acid
97% (T)
Synonym(s):
2-Pentenedioic acid
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assay
97% (T)
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
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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. The analysis of its crystal structure indicates that the compound exists predominantly in the trans-conformation. The geometric bond lengths and bond angles of glutaconic acid have been obtained using Hartree–Fock (HF), density functional calculations and IR spectral data.
Application
Glutaconic acid has been used in the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA. It may be used in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PCl5).
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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Crystal and molecular structure of glutaconic acid.
Journal of Chemical Crystallography, 33(9), 689-693 (2003)
Theoretical studies of molecular structure and vibrational spectra of glutaconic acid.
Journal of Molecular Structure, 787(1), 90-95 (2006)
Alkaline Partial Wet Oxidation of Lignin for the Production of Carboxylic Acids.
Chemical Engineering & Technology, 38(12), 2270-2278 (2015)
6-Chloro-2(2H)-pyranone: a new 2(2H)-pyranone synthon.
Tetrahedron Letters, 44(3), 607-610 (2003)
Brain & development, 15(2), 125-127 (1993-03-01)
A 10-month-old male with glutaric aciduria type-1 (GA-1) is reported. This patient showed frequent partial motor seizures, irritability, and involuntary movements, including oral dyskinesia at the age of 3 months. On admission, magnetic resonance (MR) scanning revealed a chronic subdural
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