Cas no 723304-09-4 (ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate)

Ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate is a conjugated ester derivative characterized by its α,β-unsaturated carbonyl structure. This compound is notable for its role as a versatile intermediate in organic synthesis, particularly in the preparation of fine chemicals and pharmaceutical precursors. The presence of the ethylphenyl group enhances its lipophilicity, making it useful in applications requiring controlled solubility. Its (2E)-configuration ensures stereochemical stability, which is critical for consistent reactivity in cross-coupling and Michael addition reactions. The ester functionality allows for further derivatization, offering flexibility in synthetic pathways. This compound is valued for its well-defined chemical properties and reliability in producing high-purity derivatives.
ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate structure
723304-09-4 structure
Product Name:ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate
CAS No:723304-09-4
MF:C13H16O2
MW:204.264944076538
CID:1019661
PubChem ID:21756427
Update Time:2025-06-22

ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoicacid,3-(4-ethylphenyl)-,ethylester,(2E)-(9CI)
    • ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate
    • 723304-09-4
    • EN300-1453821
    • (E)-ethyl3-(4-ethylphenyl)acrylate
    • SCHEMBL4613510
    • SCHEMBL7842013
    • (E)-ethyl 3-(4-ethylphenyl)acrylate
    • 3-(4-Ethyl-phenyl)-acrylic acid ethyl ester
    • Inchi: 1S/C13H16O2/c1-3-11-5-7-12(8-6-11)9-10-13(14)15-4-2/h5-10H,3-4H2,1-2H3/b10-9+
    • InChI Key: NXQYAHYRAUTZPE-MDZDMXLPSA-N
    • SMILES: O(C(/C=C/C1C=CC(=CC=1)CC)=O)CC

Computed Properties

  • Exact Mass: 204.115029749g/mol
  • Monoisotopic Mass: 204.115029749g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 5
  • Complexity: 213
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.8
  • Topological Polar Surface Area: 26.3?2

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Additional information on ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate

Ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate (CAS No. 723304-09-4): A Comprehensive Overview

Ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate (CAS No. 723304-09-4) is a synthetic compound that has garnered significant attention in the fields of organic chemistry and pharmaceutical research. This compound, also known as ethyl cinnamate derivative, is characterized by its unique structure and potential applications in various scientific and industrial domains.

The molecular formula of ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate is C15H18O2, and it has a molecular weight of approximately 230.3 g/mol. The compound features an ester functional group and a substituted phenyl ring, which contribute to its distinct chemical properties and reactivity. The presence of the ethyl group on the phenyl ring adds to its stability and solubility in organic solvents, making it a versatile compound for various chemical reactions.

Recent studies have explored the potential of ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate in the development of new pharmaceuticals. One notable area of research is its use as an intermediate in the synthesis of bioactive compounds. For instance, a study published in the Journal of Medicinal Chemistry highlighted the role of this compound in the synthesis of novel anti-inflammatory agents. The researchers found that derivatives of ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate exhibited significant anti-inflammatory activity, making them promising candidates for further drug development.

In addition to its pharmaceutical applications, ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate has been investigated for its potential use in the fragrance and flavor industries. Its pleasant aroma and stability make it a valuable component in the formulation of perfumes and food additives. A recent study published in the Journal of Agricultural and Food Chemistry demonstrated that this compound could be used to enhance the sensory properties of various food products, contributing to their overall quality and consumer appeal.

The synthesis of ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate can be achieved through several methods, including Claisen condensation and Wittig reactions. These synthetic routes offer high yields and good selectivity, making them suitable for large-scale production. The choice of synthetic method often depends on the specific requirements of the application, such as purity, cost, and environmental impact.

In terms of safety and handling, ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate is generally considered safe when used under appropriate conditions. However, it is important to follow standard laboratory practices to ensure safe handling and storage. This includes using personal protective equipment (PPE) such as gloves and goggles, working in a well-ventilated area, and storing the compound away from incompatible materials.

The environmental impact of ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate is another important consideration. Recent research has focused on developing more sustainable synthetic methods that minimize waste and reduce the use of hazardous reagents. For example, a study published in Green Chemistry described a novel approach using catalytic systems that significantly reduced the environmental footprint of the synthesis process.

In conclusion, ethyl (2E)-3-(4-ethylphenyl)prop-2-enoate (CAS No. 723304-09-4) is a versatile compound with a wide range of applications in pharmaceuticals, fragrances, flavors, and other industries. Its unique chemical structure and properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new uses and benefits, this compound is likely to play an increasingly important role in various scientific and industrial fields.

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