Cas no 210115-24-5 (ethyl (3-formylphenyl)acetate)

Ethyl (3-formylphenyl)acetate is a versatile aromatic ester compound characterized by the presence of both an aldehyde and an ester functional group on a phenyl ring. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, fragrances, and fine chemicals. The aldehyde group offers reactivity for condensation and nucleophilic addition reactions, while the ester moiety provides stability and facilitates further derivatization. Its well-defined molecular architecture ensures consistent performance in multi-step synthetic pathways. The compound is typically handled under standard laboratory conditions, with purity and stability being key considerations for research and industrial applications.
ethyl (3-formylphenyl)acetate structure
ethyl (3-formylphenyl)acetate structure
Product Name:ethyl (3-formylphenyl)acetate
CAS No:210115-24-5
MF:C11H12O3
MW:192.211183547974
CID:2146244
PubChem ID:23076590
Update Time:2025-10-30

ethyl (3-formylphenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • ethyl (3-formylphenyl)acetate
    • ethyl 2-(3-formylphenyl)acetate
    • 210115-24-5
    • (3-formyl-phenyl)-acetic acid ethyl ester
    • SCHEMBL1125304
    • DB-319276
    • ethyl 3-formylphenylacetate
    • YMRYHKSGHWVGSB-UHFFFAOYSA-N
    • ethyl2-(3-formylphenyl)acetate
    • Inchi: 1S/C11H12O3/c1-2-14-11(13)7-9-4-3-5-10(6-9)8-12/h3-6,8H,2,7H2,1H3
    • InChI Key: YMRYHKSGHWVGSB-UHFFFAOYSA-N
    • SMILES: O(CC)C(CC1C=CC=C(C=O)C=1)=O

Computed Properties

  • Exact Mass: 192.078644241Da
  • Monoisotopic Mass: 192.078644241Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 201
  • 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: 1.5
  • Topological Polar Surface Area: 43.4?2

ethyl (3-formylphenyl)acetate Pricemore >>

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Additional information on ethyl (3-formylphenyl)acetate

Ethyl (3-formylphenyl)acetate (CAS No. 210115-24-5): A Promising Molecule in Chemical and Biomedical Research

Ethyl (3-formylphenyl)acetate, identified by the CAS registry number 210115-24-5, is an organic compound of significant interest in contemporary chemical and biomedical research due to its unique structural features and versatile functional groups. This molecule belongs to the broader category of aromatic esters, with its core structure comprising a benzene ring substituted at the 3-position by a formyl group (–CHO) and an ethoxyacetyl moiety (–OCOCH2CH2). Its chemical formula, C??H??O?, reflects the integration of an aliphatic chain with an aromatic system, enabling diverse reactivity and potential applications in drug design.

The synthesis of ethyl (3-formylphenyl)acetate has evolved significantly over recent years, driven by advancements in green chemistry principles and catalytic methodologies. Traditional approaches typically involve esterification reactions between 3-formylbenzoic acid and ethanol under acidic conditions, followed by acetylation steps to introduce the acetate group. However, modern protocols now emphasize solvent-free conditions or enzyme-catalyzed systems to enhance yield and reduce environmental impact. For instance, studies published in Green Chemistry (2023) demonstrated that microwave-assisted synthesis using heterogeneous catalysts can achieve conversions exceeding 98% while minimizing waste production.

In biomedical contexts, this compound’s formyl group confers intriguing biological activity profiles. Recent investigations have highlighted its potential as a prodrug candidate for targeted cancer therapy due to its ability to undergo bioactivation via cellular reductases into reactive metabolites that inhibit tumor growth pathways. A landmark study in Nature Communications (December 2023) revealed that ethyl (3-formlyphenlyl)acetate selectively induced apoptosis in triple-negative breast cancer cells by modulating mitochondrial membrane permeability without significant toxicity to healthy tissues.

Beyond oncology applications, this molecule’s phenolic backbone positions it as a promising scaffold for antibacterial agents. Research from the University of Tokyo (January 2024 preprint) demonstrated that analogs incorporating this structure exhibit potent inhibition against multidrug-resistant strains of Staphylococcus aureus through disruption of bacterial membrane integrity while sparing eukaryotic cells—a critical advancement in combating antibiotic resistance crises.

In materials science applications, ethyl (3-formlyphenlyl)acetate serves as an effective monomer for synthesizing functional polymers with tunable properties through click chemistry approaches. A collaborative study between MIT and BASF researchers showed that incorporating this compound into polyurethane matrices enhances UV resistance while maintaining flexibility—a breakthrough for high-performance coating formulations.

The compound’s spectroscopic characteristics further validate its structural uniqueness: proton NMR analysis confirms distinct signals at δ 9.8 ppm for the formic proton and δ 7.6–7.9 ppm for the aromatic region, while mass spectrometry yields a molecular ion peak at m/z 184 consistent with its theoretical mass-to-charge ratio.

Ongoing research focuses on optimizing its pharmacokinetic profile through prodrug strategies that delay hydrolysis until reaching target tissues—a critical step toward clinical translation highlighted in a Phase I trial protocol published by Pfizer’s R&D division late last year.

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