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Pent-2-ene-1,5-dioic acid, also known as glutaconic acid or 2-pentenedioic acid, is an unsaturated dicarboxylic acid with a unique structure that features both a double bond and two carboxylic acid groups. It is formed as a degradation product during the partial wet oxidation (PWO) of alkali lignin. The compound predominantly exists in the trans-conformation, and its geometric bond lengths and bond angles have been determined through various scientific methods, including Hartree–Fock (HF) calculations, density functional calculations, and IR spectral data.

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  • 1724-02-3 Structure
  • Basic information

    1. Product Name: Pent-2-ene-1,5-dioic acid
    2. 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
    3. CAS NO:1724-02-3
    4. Molecular Formula: C5H6O4
    5. Molecular Weight: 130.1
    6. EINECS: 217-027-0
    7. Product Categories: Aliphatics;Carboxylic Acids
    8. Mol File: 1724-02-3.mol
  • Chemical Properties

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

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1724-02-3(Hazardous Substances Data)

1724-02-3 Usage

Uses

1. Used in Chemical Synthesis:
Pent-2-ene-1,5-dioic acid is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a wide range of reactions, making it a versatile building block in organic chemistry.
2. Used in Pharmaceutical Industry:
Pent-2-ene-1,5-dioic acid is used as a starting material for the preparation of CoA-substrate glutaconyl-CoA by reacting with acetyl-CoA. Pent-2-ene-1,5-dioic acid plays a crucial role in various biochemical pathways and can be utilized in the development of new drugs targeting these pathways.
3. Used in the Preparation of 6-chloro-2(2H)-pyranone:
Pent-2-ene-1,5-dioic acid is used as a reactant in the preparation of 6-chloro-2(2H)-pyranone by reacting with phosphorus pentachloride (PCl5). Pent-2-ene-1,5-dioic acid has potential applications in the synthesis of various heterocyclic compounds, which are important in the pharmaceutical and chemical industries.
4. Used in Material Science:
The unique structure of Pent-2-ene-1,5-dioic acid allows it to be used in the development of new materials with specific properties. Its ability to form complexes with various metals and other compounds makes it a promising candidate for applications in material science, such as in the development of new polymers, catalysts, and other advanced materials.
5. Used in Environmental Applications:
As a degradation product of alkali lignin, Pent-2-ene-1,5-dioic acid can be utilized in the development of environmentally friendly processes and products. Its role in the partial wet oxidation of lignin could be further explored to improve the efficiency of biomass conversion and the production of valuable chemicals from renewable resources.

Check Digit Verification of cas no

The CAS Registry Mumber 1724-02-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,2 and 4 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1724-02:
(6*1)+(5*7)+(4*2)+(3*4)+(2*0)+(1*2)=63
63 % 10 = 3
So 1724-02-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+

1724-02-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name glutaconic acid

1.2 Other means of identification

Product number -
Other names acide glutaconique

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1724-02-3 SDS

1724-02-3Relevant articles and documents

Preparation method of 3-substituted dimethyl glutarate and dimethyl glutaconate

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Paragraph 0032-0034, (2018/09/08)

The invention relates to the field of fine chemical engineering, and particularly relates to a preparation method of 3-substituted dimethyl pentodiate and pentene diester. According to the preparationmethod of 3-substituted dimethyl pentodiate and pentene diester, malonic ester and halomethane are used as raw materials, substitution reaction is performed under an alkaline action, then decarboxylation and esterification reaction are performed so as to prepare 3-substituted dimethyl pentodiate or pentene diester, a structural formula of 3-substituted dimethyl pentodiate is as shown in a compound (V), and a structural formula of pentene diester is as shown in a compound (IX). The preparation method of 3-substituted dimethyl pentodiate and pentene diester is mild in reaction conditions, is easy to operate and is safe. The formula is shown in the description.

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

Duan, Xiaoyue,Zhao, Cuimei,Liu, Wei,Zhao, Xuesong,Chang, Limin

, p. 424 - 436 (2017/04/28)

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.

Amidine dications as superelectrophiles

Corr, Michael J.,Roydhouse, Mark D.,Gibson, Kirsty F.,Zhou, Sheng-Ze,Kennedy, Alan R.,Murphy, John A.

supporting information; experimental part, p. 17980 - 17985 (2010/04/01)

2-Dimethylalkylammonium pyridinium and 2-dimethylalkylammonium pyrimidinium ditriflate salts are very powerful methylating agents toward phosphorus (triphenylphosphine) and nitrogen (triethylamine) nucleophiles. In competition experiments with triethylamine as nucleophile, these N-methyl disalts are more reactive methylating agents than dimethyl sulfate. Reaction of the pyridinium dications with water as an oxygen nucleophile leads to attack at the 2-position of the heteroaromatic ring and displacement of an ammonium group; 2-hydroxypyridinium compounds are formed in the first instance, which are easily converted to 2-pyridones. Extending the scope of the reactions, a tricationic 2,6-bis(dimethylalkylammonium) pyridinium salt has also been prepared and characterized and its reactivity as a methylating agent assessed in comparison with that of the dications.

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