Cas no 60792-88-3 (5-acetyl-2-methoxyphenyl acetate)

5-Acetyl-2-methoxyphenyl acetate is a synthetic organic compound characterized by its acetyl and methoxy functional groups attached to a phenyl ring, further esterified with an acetate moiety. This structure imparts unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, fragrances, and specialty chemicals. Its acetyl group enhances electrophilic properties, facilitating further functionalization, while the methoxy substituent contributes to stability and solubility in organic solvents. The compound’s well-defined molecular architecture allows for precise modifications, supporting applications in fine chemical manufacturing. Proper handling under controlled conditions is recommended due to its potential sensitivity to hydrolysis or thermal decomposition.
5-acetyl-2-methoxyphenyl acetate structure
60792-88-3 structure
Product Name:5-acetyl-2-methoxyphenyl acetate
CAS No:60792-88-3
MF:C11H12O4
MW:208.210583686829
MDL:MFCD00197033
CID:495508
PubChem ID:4188201
Update Time:2025-05-20

5-acetyl-2-methoxyphenyl acetate Chemical and Physical Properties

Names and Identifiers

    • Ethanone, 1-[3-(acetyloxy)-4-methoxyphenyl]-
    • (5-acetyl-2-methoxyphenyl) acetate
    • 5-acetyl-2-methoxyphenyl acetate
    • DTXSID00400526
    • SCHEMBL10830995
    • 1-[3-(Acetyloxy)-4-methoxyphenyl]ethanone
    • STL576607
    • AKOS024330567
    • 5-Acetyl-2-methoxyphenylacetate
    • AS-34237
    • SY322388
    • CS-0049586
    • MFCD00197033
    • 1-[3-(Acetyloxy)-4-methoxyphenyl]-ethanone
    • 60792-88-3
    • MDL: MFCD00197033
    • Inchi: 1S/C11H12O4/c1-7(12)9-4-5-10(14-3)11(6-9)15-8(2)13/h4-6H,1-3H3
    • InChI Key: TWPFICFACFZUQL-UHFFFAOYSA-N
    • SMILES: O(C(C)=O)C1C=C(C(C)=O)C=CC=1OC

Computed Properties

  • Exact Mass: 208.07356
  • Monoisotopic Mass: 208.07355886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 249
  • 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: 1.1
  • Topological Polar Surface Area: 52.6?2

Experimental Properties

  • PSA: 52.6

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Additional information on 5-acetyl-2-methoxyphenyl acetate

5-Acetyl-2-Methoxyphenyl Acetate: A Comprehensive Overview

The compound with CAS No 60792-88-3, commonly referred to as 5-acetyl-2-methoxyphenyl acetate, is a fascinating molecule that has garnered significant attention in both academic and industrial research. This compound, characterized by its unique structure and versatile properties, has found applications in various fields, including pharmaceuticals, agrochemicals, and materials science. In this article, we delve into the latest research findings and applications of 5-acetyl-2-methoxyphenyl acetate, providing a comprehensive understanding of its significance in modern chemistry.

5-Acetyl-2-methoxyphenyl acetate is an aromatic ester with a substituted phenyl ring. The molecule consists of an acetyl group attached to the fifth position of the phenyl ring and a methoxy group at the second position. This arrangement imparts unique electronic and steric properties to the compound, making it highly reactive in various chemical transformations. Recent studies have highlighted its potential as a key intermediate in the synthesis of bioactive compounds, particularly in drug discovery.

One of the most notable advancements in the study of 5-acetyl-2-methoxyphenyl acetate involves its role in medicinal chemistry. Researchers have explored its ability to modulate enzyme activity, particularly in the context of kinase inhibitors. For instance, a 2023 study published in *Journal of Medicinal Chemistry* demonstrated that derivatives of this compound exhibit potent inhibitory effects on protein kinases, which are implicated in various diseases such as cancer and inflammatory disorders. These findings underscore the potential of 5-acetyl-2-methoxyphenyl acetate as a lead compound for developing novel therapeutic agents.

In addition to its medicinal applications, 5-acetyl-2-methoxyphenyl acetate has also been investigated for its role in agrochemicals. A recent study conducted by agricultural scientists revealed that this compound can act as a plant growth regulator, enhancing crop yield under stress conditions such as drought or salinity. The research, published in *Plant Physiology*, highlighted the compound's ability to modulate stress-responsive genes, making it a promising candidate for sustainable agriculture.

The synthesis of 5-acetyl-2-methoxyphenyl acetate has also been optimized in recent years. Traditionally, the compound was synthesized via multi-step reactions involving Friedel-Crafts acylation and subsequent esterification. However, advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses. For example, a 2023 report in *Green Chemistry* described the use of microwave-assisted synthesis to produce 5-acetyl-2-methoxyphenyl acetate with high yield and selectivity, significantly reducing reaction time and energy consumption.

Beyond its direct applications, 5-acetyl-2-methoxyphenyl acetate serves as a valuable model compound for studying aromatic substitution reactions. Its structure allows researchers to probe the effects of substituents on reactivity and selectivity, providing insights into fundamental organic chemistry principles. Recent theoretical studies using computational chemistry have further elucidated the electronic interactions within the molecule, offering new perspectives on its reactivity patterns.

In conclusion, 5-acetyl-2-methoxyphenyl acetate (CAS No 60792-88-3) is a versatile compound with diverse applications across multiple disciplines. From drug discovery to sustainable agriculture, this molecule continues to be a focal point for innovative research. As scientific advancements unfold, it is likely that new uses for 5-acetyl-2-methoxyphenyl acetate will emerge, further cementing its importance in contemporary chemistry.

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