Cas no 59227-81-5 (ethyl 2-(2-chlorophenoxy)-2-methylpropanoate)

Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate is a synthetic ester compound with the molecular formula C12H15ClO3. It is characterized by the presence of a 2-chlorophenoxy group and a methyl-substituted propanoate moiety, which contribute to its unique chemical properties. This compound is commonly utilized as an intermediate in the synthesis of agrochemicals, particularly herbicides, due to its ability to inhibit plant growth by disrupting auxin activity. Its structural features, including the ethyl ester group, enhance its lipophilicity, facilitating efficient absorption and translocation in target plants. The chlorine substitution on the phenyl ring further improves its stability and bioactivity. The compound exhibits selective herbicidal effects, making it valuable for crop protection applications.
ethyl 2-(2-chlorophenoxy)-2-methylpropanoate structure
59227-81-5 structure
Product Name:ethyl 2-(2-chlorophenoxy)-2-methylpropanoate
CAS No:59227-81-5
MF:C12H15ClO3
MW:242.698703050613
MDL:MFCD02066384
CID:339422
PubChem ID:12346104
Update Time:2025-07-02

ethyl 2-(2-chlorophenoxy)-2-methylpropanoate Chemical and Physical Properties

Names and Identifiers

    • Propanoic acid, 2-(2-chlorophenoxy)-2-methyl-, ethyl ester
    • ethyl 2-(2-chlorophenoxy)-2-methylpropanoate
    • ethyl 2-(chlorophenoxy)-2-methylpropanoate
    • SCHEMBL4423002
    • CS-0298771
    • EN300-232798
    • 59227-81-5
    • Ethyl2-(2-chlorophenoxy)-2-methylpropanoate
    • MFCD02066384
    • DTXSID20492761
    • AKOS015921050
    • MDL: MFCD02066384
    • Inchi: 1S/C12H15ClO3/c1-4-15-11(14)12(2,3)16-10-8-6-5-7-9(10)13/h5-8H,4H2,1-3H3
    • InChI Key: BSCNTFFJGFWPGX-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=CC=1OC(C(=O)OCC)(C)C

Computed Properties

  • Exact Mass: 242.07105
  • Monoisotopic Mass: 242.0709720g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 240
  • 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: 3.4
  • Topological Polar Surface Area: 35.5?2

Experimental Properties

  • PSA: 35.53

ethyl 2-(2-chlorophenoxy)-2-methylpropanoate Pricemore >>

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Additional information on ethyl 2-(2-chlorophenoxy)-2-methylpropanoate

Professional Introduction to Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate (CAS No. 59227-81-5)

Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate, with the CAS number 59227-81-5, is a significant compound in the field of chemical and pharmaceutical research. This ester derivative has garnered attention due to its unique structural properties and potential applications in various scientific domains.

The molecular structure of Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate consists of a phenolic moiety linked to a propionate backbone, modified by a chloro substituent. This configuration imparts distinct chemical reactivity, making it a valuable intermediate in synthetic organic chemistry. The presence of the 2-chlorophenoxy group enhances its utility in pharmaceutical synthesis, particularly in the development of bioactive molecules.

In recent years, Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate has been explored for its role in the synthesis of agrochemicals and pharmaceuticals. Its reactivity allows for the facile introduction of functional groups, facilitating the creation of complex molecules with desired biological activities. Researchers have leveraged this compound to develop novel derivatives with enhanced efficacy and reduced toxicity, aligning with contemporary trends in green chemistry and sustainable drug design.

The compound's application extends to the field of medicinal chemistry, where it serves as a building block for more intricate structures. The 2-chlorophenoxy-substituted moiety is particularly noteworthy, as it can participate in various chemical transformations, including nucleophilic aromatic substitution and condensation reactions. These reactions are pivotal in constructing heterocyclic compounds, which are prevalent in many therapeutic agents.

Recent studies have highlighted the potential of Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate in the development of antifungal and antibacterial agents. The chloro group on the phenyl ring contributes to its antimicrobial properties by disrupting essential cellular processes in pathogens. This has spurred interest in exploring its derivatives as novel antibiotics or antifungals, particularly against drug-resistant strains.

The compound's role in drug discovery is further underscored by its incorporation into libraries of screening compounds. High-throughput screening (HTS) techniques have been employed to identify lead compounds for further optimization. Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate's structural features make it an attractive candidate for such screens, as it can be modified to target various biological pathways.

Synthetic methodologies involving Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate have been refined to achieve high yields and purity. Advances in catalytic systems and green solvents have enabled more efficient and environmentally friendly synthesis routes. These improvements are crucial for scaling up production while minimizing ecological impact, reflecting broader industry trends towards sustainability.

The compound's versatility also extends to material science applications. Its ability to form polymers or copolymers with other monomers has been investigated for creating novel materials with tailored properties. Such materials could find applications in coatings, adhesives, or even biodegradable plastics, contributing to advancements in sustainable manufacturing.

In conclusion, Ethyl 2-(2-chlorophenoxy)-2-methylpropanoate (CAS No. 59227-81-5) is a multifaceted compound with significant implications across multiple scientific disciplines. Its unique structural features and reactivity make it a valuable tool in pharmaceutical synthesis, agrochemical development, and material science. As research continues to uncover new applications and synthetic strategies, this compound is poised to remain a cornerstone of innovation in chemical research.

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