Cas no 745053-53-6 (Ethyl 2-(4-chloro-3-nitrophenyl)acetate)

Ethyl 2-(4-chloro-3-nitrophenyl)acetate is a synthetic organic compound primarily used as an intermediate in pharmaceutical and agrochemical research. Its structure features a chloro and nitro substituent on the phenyl ring, enhancing reactivity for further functionalization. The ethyl ester group improves solubility in organic solvents, facilitating downstream reactions such as hydrolysis, reduction, or coupling. This compound is valued for its stability under standard conditions and its role in synthesizing more complex molecules, including active pharmaceutical ingredients (APIs) and specialty chemicals. Its consistent purity and well-characterized properties make it a reliable choice for industrial and laboratory applications.
Ethyl 2-(4-chloro-3-nitrophenyl)acetate structure
745053-53-6 structure
Product Name:Ethyl 2-(4-chloro-3-nitrophenyl)acetate
CAS No:745053-53-6
MF:C10H10ClNO4
MW:243.643702030182
MDL:MFCD18396167
CID:3166760
PubChem ID:85989774
Update Time:2025-06-29

Ethyl 2-(4-chloro-3-nitrophenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • SCHEMBL15270960
    • FGVWGMBEACNSAS-UHFFFAOYSA-N
    • W19255
    • MFCD18396167
    • VEB05353
    • Ethyl 2-(4-chloro-3-nitrophenyl)acetate
    • 745053-53-6
    • Ethyl2-(4-chloro-3-nitrophenyl)acetate
    • AS-64259
    • AKOS030625697
    • MDL: MFCD18396167
    • Inchi: 1S/C10H10ClNO4/c1-2-16-10(13)6-7-3-4-8(11)9(5-7)12(14)15/h3-5H,2,6H2,1H3
    • InChI Key: FGVWGMBEACNSAS-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1[N+](=O)[O-])CC(=O)OCC

Computed Properties

  • Exact Mass: 243.0298355g/mol
  • Monoisotopic Mass: 243.0298355g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 266
  • 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: 2.5
  • Topological Polar Surface Area: 72.1?2

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Additional information on Ethyl 2-(4-chloro-3-nitrophenyl)acetate

Ethyl 2-(4-chloro-3-nitrophenyl)acetate (CAS No. 745053-53-6): A Comprehensive Overview in Modern Chemical Research

Ethyl 2-(4-chloro-3-nitrophenyl)acetate, a compound with the chemical identifier CAS No. 745053-53-6, has garnered significant attention in the field of chemical and pharmaceutical research due to its versatile applications and structural properties. This compound, characterized by its ethyl ester and nitro-substituted phenyl ring, serves as a crucial intermediate in the synthesis of various pharmacologically active molecules.

The molecular structure of Ethyl 2-(4-chloro-3-nitrophenyl)acetate consists of a phenyl ring substituted with both a chloro group at the fourth position and a nitro group at the third position, linked to an acetic acid ethyl ester moiety. This specific arrangement imparts unique reactivity and functionality, making it a valuable building block in organic synthesis. The presence of both electron-withdrawing nitro and electron-donating chloro groups enhances its utility in constructing complex molecular architectures.

In recent years, the pharmaceutical industry has shown increasing interest in developing novel therapeutic agents derived from nitroaromatic compounds. The nitro group in Ethyl 2-(4-chloro-3-nitrophenyl)acetate can be selectively reduced to an amine, providing a pathway to synthesize aminoaromatic derivatives that exhibit diverse biological activities. This transformation is particularly relevant in the development of antimicrobial and anti-inflammatory agents, where aminoaromatic compounds have demonstrated promising efficacy.

Moreover, the chloro-substituted phenyl ring in Ethyl 2-(4-chloro-3-nitrophenyl)acetate allows for further functionalization through nucleophilic aromatic substitution reactions. This property is exploited in the synthesis of heterocyclic compounds, which are integral to many modern drugs. Researchers have leveraged these reactions to develop novel scaffolds for kinase inhibitors, which are critical in treating cancers and inflammatory diseases.

Recent studies have highlighted the role of Ethyl 2-(4-chloro-3-nitrophenyl)acetate in the development of advanced materials. Its ability to undergo cross-coupling reactions with various organic halides has been utilized to create conjugated polymers with applications in organic electronics. These polymers exhibit excellent charge transport properties, making them suitable for use in organic light-emitting diodes (OLEDs) and photovoltaic cells.

The compound's stability under various reaction conditions also makes it a preferred choice for industrial-scale synthesis. Its resistance to hydrolysis and oxidation ensures high yields and purity in multi-step synthetic pathways. This reliability is crucial for pharmaceutical manufacturers who require consistent quality control throughout the production process.

From a synthetic chemistry perspective, Ethyl 2-(4-chloro-3-nitrophenyl)acetate serves as a versatile intermediate for constructing complex molecules. Its reactivity allows chemists to introduce diverse functional groups at specific positions on the aromatic ring, enabling the creation of structurally diverse libraries of compounds. This approach is particularly valuable in high-throughput screening programs aimed at identifying lead compounds for drug development.

The growing interest in green chemistry has also influenced the use of Ethyl 2-(4-chloro-3-nitrophenyl)acetate. Researchers are exploring solvent-free reactions and catalytic methods to minimize waste and energy consumption. These efforts align with global initiatives to promote sustainable chemical practices, ensuring that future generations inherit a cleaner and more efficient chemical industry.

In conclusion, Ethyl 2-(4-chloro-3-nitrophenyl)acetate (CAS No. 745053-53-6) is a multifaceted compound with significant implications in pharmaceuticals, materials science, and synthetic chemistry. Its unique structural features and reactivity make it an indispensable tool for researchers seeking to develop novel therapeutics and advanced materials. As scientific understanding continues to evolve, the applications of this compound are expected to expand further, driving innovation across multiple disciplines.

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