1724-02-3

Basic information

• Product Name: Pent-2-ene-1,5-dioic acid
• Synonyms: 2-PENTENEDIOIC ACID;GLUTACONIC ACID;TRANS-GLUTACONIC ACID;pent-2-ene-1,5-dioic acid;pentene diacid;pentenedioic acid;Glutaconic acid >=97.0% (T);(E)-glutaconic acid
• CAS NO: 1724-02-3
• Molecular Formula: C₅H₆O₄
• Molecular Weight: 130.1
• EINECS: 217-027-0
• Product Categories: Aliphatics;Carboxylic Acids
• Mol File: 1724-02-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 413.8 °C at 760 mmHg
• Flash Point: 218.2 °C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 5.23E-08mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.21±0.10(Predicted)
• Stability: Light Sensitive
• BRN: 1759560
• CAS DataBase Reference: Pent-2-ene-1,5-dioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Pent-2-ene-1,5-dioic acid(1724-02-3)
• EPA Substance Registry System: Pent-2-ene-1,5-dioic acid(1724-02-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1724-02-3(Hazardous Substances Data)

Usage

Uses

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).

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.

InChI:InChI=1/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+

Upstream product

• 500-05-0 2H-pyran-2-one-5-carboxylic acid 
• 638-18-6 diethyl 3-hydroxypentanedioate 
• 32328-03-3 diethyl 3-hydroxyglutarate 
• 13880-89-2 3-hydroxyglutaronitrile 
• 19255-80-2 5-methoxycarbonyl-pyrazoline-3-carboxylic acid methyl ester 
• 2889-31-8 2-hydroxyglutaric acid 
• 7647-01-0 hydrogenchloride 
• 49597-05-9 propene-1,1,3,3-tetracarboxylic acid tetraethyl ester 
• 628-48-8 glutaconic acid 
• 1600-27-7 mercury(II) diacetate 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 
• 98129-24-9 2,4-bis-(bis-ethoxycarbonyl-methyl)-cyclobutane-1,1,3,3-tetracarboxylic acid tetraethyl ester 
• 7250-55-7 dimethyl 3-hydroxypentanedioate 

Downstream Products

• 73178-43-5 (E)-diethyl glutaconate 
• 5926-95-4 Glutaconsaeureanhydrid 
• 110-94-1 1,5-pentanedioic acid 
• 638-18-6 diethyl 3-hydroxypentanedioate 
• 5164-76-1 dimethyl glutaconate 
• 15719-64-9 methylammonium carbonate 
• 107-02-8 acrolein 
• 74-86-2 acetylene 
• 2049-67-4 diethyl glutaconate 
• 73192-75-3 (Z)-diethyl pent-2-enedioate 
• 4636-39-9 4-hydroxy-cycloheptatrienone 
• 4412-11-7 4-phenylcarbamoyl-crotonic acid 
• 60833-08-1 (2,6-Dioxo-tetrahydro-pyran-4-yl)-carbamic acid benzyl ester 
• 17336-01-5 3-pentanedioic acid 

Relevant articles and documents

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Fabrication of a novel PbO2 electrode with a graphene nanosheet interlayer for electrochemical oxidation of 2-chlorophenol

A novel PbO2 electrode with a graphene nanosheet interlayer (marked as GNS-PbO2) was prepared combining electrophoretic deposition and electro-deposition technologies. The micro morphology, crystal structure and surface chemical states of GNS-PbO2 electrodes were characterized using scanning electronic microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). Their electrochemical properties and stability were determined using cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), ·OH radicals test and accelerated life test, and compared with traditional PbO2 electrodes. Besides, their potential application in the electrochemical degradation of 2-chlorophenol (2-CP) was investigated. The GNS-PbO2 electrode possessed perfect octahedral β-PbO2 microcrystals, and its grain size was much smaller than that of traditional PbO2 electrode. It exhibited higher electrochemical activity than traditional PbO2 electrode due to its larger electrochemical active surface area and stronger ·OH radicals generation ability. The service lifetime of GNS-PbO2 electrode (107.9?h) was 1.93 times longer than that of traditional PbO2 electrode (55.9?h). The electrochemical degradation rate constant of 2-CP on GNS-PbO2 electrode (kapp?=?2.75?×?10?2?min?1) is much higher than for PbO2 electrode (kapp?=?1.76?×?10?2?min?1). 2-CP oxidation yielded intermediates including aromatic compounds (catechol, phenol and ortho-benzoquinone) and organic acids (oxalic acid, maleic acid and glutaconic acid), and a possible degradation pathway for 2-CP was proposed accordingly.