Cas no 37563-42-1 (4-(4-methylphenoxy)benzonitrile)

4-(4-Methylphenoxy)benzonitrile is a versatile organic compound characterized by its benzonitrile core substituted with a 4-methylphenoxy group. This structure imparts unique electronic and steric properties, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. Its high purity and stability under standard conditions ensure reliable performance in cross-coupling reactions, such as Suzuki or Ullmann-type couplings, where it serves as a key building block. The compound’s well-defined aromatic framework also facilitates applications in liquid crystal and polymer chemistry. Its compatibility with diverse reaction conditions and ease of functionalization further enhance its utility in advanced organic synthesis and material science research.
4-(4-methylphenoxy)benzonitrile structure
37563-42-1 structure
Product Name:4-(4-methylphenoxy)benzonitrile
CAS No:37563-42-1
MF:C14H11NO
MW:209.243243455887
MDL:MFCD01360181
CID:296922
PubChem ID:4046050
Update Time:2025-08-03

4-(4-methylphenoxy)benzonitrile Chemical and Physical Properties

Names and Identifiers

    • Benzonitrile,4-(4-methylphenoxy)-
    • 4-(p-tolyloxy)benzonitrile
    • 4-(4-Cresyloxy)benzonitrile
    • 4-(4-Methylphenoxy)benzonitrile
    • 4-Cyanophenyl4-methylphenyl ether
    • p-(p-Tolyloxy)benzonitrile
    • 37563-42-1
    • A918733
    • SCHEMBL459019
    • Z331877428
    • ISMMAUUEMOWLIC-UHFFFAOYSA-N
    • AS-45645
    • AR3593
    • EN300-113290
    • F2167-7035
    • AKOS000221837
    • MFCD01360181
    • DTXSID80398735
    • CS-0072497
    • FT-0706948
    • DB-069564
    • 4-(4-methylphenoxy)benzonitrile
    • MDL: MFCD01360181
    • Inchi: 1S/C14H11NO/c1-11-2-6-13(7-3-11)16-14-8-4-12(10-15)5-9-14/h2-9H,1H3
    • InChI Key: ISMMAUUEMOWLIC-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(C#N)=CC=1)C1C=CC(C)=CC=1

Computed Properties

  • Exact Mass: 209.08413
  • Monoisotopic Mass: 209.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 251
  • 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
  • Topological Polar Surface Area: 33A^2
  • XLogP3: 3.5

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.14
  • PSA: 33.02

4-(4-methylphenoxy)benzonitrile Security Information

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4-(4-methylphenoxy)benzonitrile Related Literature

Additional information on 4-(4-methylphenoxy)benzonitrile

4-(4-Methylphenoxy)Benzonitrile: A Comprehensive Overview

4-(4-Methylphenoxy)Benzonitrile, identified by the CAS number 37563-42-1, is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound has garnered attention due to its unique structural properties and potential for further chemical modifications. Recent studies have highlighted its role in the development of novel bioactive molecules, making it a subject of interest for researchers worldwide.

The molecular structure of 4-(4-Methylphenoxy)Benzonitrile consists of a benzonitrile group attached to a p-methylphenoxy moiety. This arrangement imparts the compound with distinct electronic and steric properties, which are crucial for its reactivity and functionality. The cyano group (-CN) is known for its strong electron-withdrawing nature, while the p-methylphenoxy group introduces electron-donating effects through resonance and inductive effects. This balance of electronic properties makes the compound highly suitable for various synthetic transformations.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 4-(4-Methylphenoxy)Benzonitrile. Researchers have explored various methodologies, including nucleophilic aromatic substitution and coupling reactions, to optimize its production. For instance, a study published in 2023 demonstrated a novel approach using palladium-catalyzed cross-coupling reactions, which significantly improved the yield and purity of the compound. Such innovations underscore the importance of this compound in advancing synthetic techniques.

In terms of applications, 4-(4-Methylphenoxy)Benzonitrile has shown promise in the development of herbicides and fungicides. Its ability to inhibit key enzymes involved in plant growth has made it a valuable intermediate in agrochemical formulations. Additionally, recent studies have explored its potential as a building block for constructing complex heterocyclic compounds, which are essential in drug discovery.

The physical and chemical properties of 4-(4-Methylphenoxy)Benzonitrile have been extensively characterized. It exhibits a melting point of approximately 115°C and a boiling point around 350°C under standard conditions. The compound is sparingly soluble in water but dissolves readily in organic solvents such as dichloromethane and ethyl acetate. These properties make it suitable for various analytical techniques, including high-performance liquid chromatography (HPLC) and mass spectrometry.

Safety considerations are paramount when handling 4-(4-Methylphenoxy)Benzonitrile. While it is not classified as a hazardous substance under current regulations, proper precautions should be taken to avoid prolonged exposure or inhalation. Researchers are advised to work in well-ventilated areas and use appropriate personal protective equipment (PPE). Environmental impact studies have also been conducted, revealing that the compound undergoes biodegradation under aerobic conditions, minimizing its ecological footprint.

In conclusion, 4-(4-Methylphenoxy)Benzonitrile, with its unique structure and versatile applications, remains a focal point in contemporary chemical research. Its role as an intermediate in agrochemicals and pharmaceuticals highlights its significance in addressing global challenges such as food security and disease treatment. As research continues to uncover new potentials for this compound, it is expected to play an even more critical role in advancing scientific innovation.

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