Monoethyl Fumarate - ≥97% , CAS No.2459-05-4

CAS: 2459-05-4 Cat. No.: M157991 Molecular Weight: 144.13 Beilstein Registry Number: 2(4)2206 EC Number: 219-544-7

GRADE & PURITY ≥97%

Synonyms

NSC 18950 | A937009 | F0359 | ETHYL FUMARATE [WHO-DD] | mono-Ethyl fumarate, certified reference material, TraceCERT(R) | NSC244252 | NSC-244252 | Z2315575179 | CAS-3249-53-4 | mono-Ethyl fumarate, 95% | DTXSID701021503 | Ethylhydrogenfumarat | (2E)-4-Eth

Storage

Room temperature

Shipped In

Normal

Overview

mono-Ethyl fumarate (fumaric acid monoethyl ester, monoethyl fumarate) was used in the preparation of photo-crosslinkable macromers. It was also used to synthesize Ugi/intramolecular Diels-Alder (IMDA) cycloaddition products.

Specifications

Synonyms

NSC 18950 | A937009 | F0359 | ETHYL FUMARATE [WHO-DD] | mono-Ethyl fumarate, certified reference material, TraceCERT(R) | NSC244252 | NSC-244252 | Z2315575179 | CAS-3249-53-4 | mono-Ethyl fumarate, 95% | DTXSID701021503 | Ethylhydrogenfumarat | (2E)-4-Eth

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CCOC(=O)C=CC(=O)O
• IUPAC Name: (E)-4-ethoxy-4-oxobut-2-enoic acid
• InChIKey: XLYMOEINVGRTEX-ONEGZZNKSA-N
• INCHI: 1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3+
• Isomeric SMILES: CCOC(=O)/C=C/C(=O)O
• Molecular Weight: 144.13
• Beilstein: 2(4)2206
• Reaxy-Rn: 10061275
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10061275&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid esters
• Alternative Parents: Unsaturated fatty acids Dicarboxylic acids and derivatives Enoate esters Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid ester - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Hcar2 Hydroxycarboxylic acid receptor 2 (55 Activities)

Discover Target: Hcar2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Boil Point(°C): 147 °C
• Melt Point(°C): 66-68 °C
• Molecular Weight: 144.120 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 144.042 Da
• Monoisotopic Mass: 144.042 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 159.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Zhao Zhijiao, Zhu Xiaofeng, Wang Yuanyuan, Liu Xiaoyu, Yang Ning, Fan Haiyan, Chen Lijie, Sikanda Aatika, Duan Yuxi.  (2025)  Effect of root aqueous extract of Asarum sieboldii on soil nematode community in greenhouse tomato.  JOURNAL OF PEST SCIENCE,  99  (1): (2).  [PMID:] [10.1007/s10340-025-01978-z]