Cas no 409359-86-0 (Ethyl 2-(4-cyanophenyl)acrylate)

Ethyl 2-(4-cyanophenyl)acrylate is a versatile acrylate ester derivative featuring a cyano-substituted phenyl group, which enhances its reactivity in organic synthesis. This compound is particularly valuable as a building block in the preparation of pharmaceuticals, agrochemicals, and functional materials due to its electron-withdrawing cyano group and conjugated double bond system. Its ethyl ester moiety improves solubility in organic solvents, facilitating reactions such as Michael additions, polymerizations, and cyclizations. The presence of the acrylate group allows for further functionalization, making it useful in cross-coupling and Diels-Alder reactions. Its stability under standard conditions ensures reliable handling and storage for synthetic applications.
Ethyl 2-(4-cyanophenyl)acrylate structure
409359-86-0 structure
Product Name:Ethyl 2-(4-cyanophenyl)acrylate
CAS No:409359-86-0
MF:C12H11NO2
MW:201.221243143082
CID:1094089
PubChem ID:11413001
Update Time:2025-10-30

Ethyl 2-(4-cyanophenyl)acrylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-(4-cyanophenyl)acrylate
    • ethyl 2-(4-cyanophenyl)prop-2-enoate
    • 409359-86-0
    • SCHEMBL13884590
    • Ethyl2-(4-cyanophenyl)acrylate
    • Inchi: 1S/C12H11NO2/c1-3-15-12(14)9(2)11-6-4-10(8-13)5-7-11/h4-7H,2-3H2,1H3
    • InChI Key: JARGXHZIOHHPDE-UHFFFAOYSA-N
    • SMILES: O(CC)C(C(=C)C1C=CC(C#N)=CC=1)=O

Computed Properties

  • Exact Mass: 201.078978594g/mol
  • Monoisotopic Mass: 201.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 292
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 50.1?2

Ethyl 2-(4-cyanophenyl)acrylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
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SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
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Additional information on Ethyl 2-(4-cyanophenyl)acrylate

Ethyl 2-(4-cyanophenyl)acrylate (CAS No. 409359-86-0): A Versatile Building Block in Modern Chemical Synthesis

Ethyl 2-(4-cyanophenyl)acrylate, identified by its unique chemical identifier CAS No. 409359-86-0, is a compound of significant interest in the realm of organic chemistry and pharmaceutical research. This acrylate derivative, featuring a 4-cyanophenyl substituent, has emerged as a valuable intermediate in the synthesis of various high-value chemicals, including agrochemicals and pharmaceuticals. The compound's molecular structure, characterized by a combination of acrylate and cyanophenyl groups, imparts distinct reactivity that makes it a preferred choice for synthetic chemists.

The utility of Ethyl 2-(4-cyanophenyl)acrylate stems from its ability to participate in a wide range of chemical transformations. The presence of the acrylate functional group allows for polymerization reactions, while the cyanophenyl moiety introduces electronic and steric effects that can influence the reactivity and properties of the resulting products. These characteristics have made the compound a staple in the synthesis of polymers, coatings, and specialty chemicals.

In recent years, Ethyl 2-(4-cyanophenyl)acrylate has garnered attention for its role in the development of novel pharmaceuticals. Researchers have leveraged its structural features to design molecules with enhanced binding affinity and selectivity. For instance, studies have demonstrated its potential in generating inhibitors targeting specific biological pathways. The compound's ability to undergo Michael addition reactions has been particularly exploited in constructing complex scaffolds that mimic natural products with therapeutic potential.

The growing interest in sustainable chemistry has also highlighted the importance of Ethyl 2-(4-cyanophenyl)acrylate as a green chemistry candidate. Its use in catalytic processes that minimize waste and energy consumption aligns with the broader goals of reducing the environmental impact of chemical synthesis. Recent advancements in photoredox catalysis have shown promise in utilizing this compound for efficient cross-coupling reactions, further expanding its synthetic utility.

Another area where Ethyl 2-(4-cyanophenyl)acrylate has made significant contributions is in the field of materials science. The compound's incorporation into polymer matrices has led to the development of advanced materials with improved mechanical and thermal properties. These materials find applications in industries ranging from aerospace to electronics, where high-performance polymers are essential. The ability to fine-tune the properties of these materials through structural modifications offers unparalleled flexibility to material scientists.

The pharmaceutical industry has also benefited from the versatility of Ethyl 2-(4-cyanophenyl)acrylate. Its incorporation into drug candidates has resulted in compounds with improved pharmacokinetic profiles, including enhanced solubility and bioavailability. Researchers have utilized its reactive sites to introduce functional groups that enhance metabolic stability and reduce off-target effects. These efforts have paved the way for more effective and safer therapeutic agents.

Moreover, Ethyl 2-(4-cyanophenyl)acrylate has found applications in agrochemical research. Its role as a precursor in synthesizing novel pesticides and herbicides underscores its importance in addressing global food security challenges. By enabling the creation of compounds with targeted action against pests and weeds, this compound contributes to more efficient agricultural practices while minimizing environmental impact.

The future prospects for Ethyl 2-(4-cyanophenyl)acrylate are promising, driven by ongoing research into new synthetic methodologies and applications. As the demand for high-performance chemicals continues to grow, this compound is poised to play an increasingly pivotal role in both academic research and industrial applications. Its unique combination of reactivity and structural features ensures that it will remain a cornerstone of modern chemical synthesis for years to come.

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