Cas no 125610-78-8 (2-(4-Methoxyphenyl)benzonitrile)

2-(4-Methoxyphenyl)benzonitrile is a benzonitrile derivative featuring a methoxyphenyl substituent at the 2-position. This compound is of interest in organic synthesis and pharmaceutical research due to its versatile reactivity, particularly as an intermediate in the preparation of heterocyclic compounds and functionalized aromatic systems. The presence of both nitrile and methoxy groups allows for further functionalization through reactions such as hydrolysis, reduction, or electrophilic substitution. Its well-defined structure and stability make it suitable for applications in ligand design and material science. The compound is typically characterized by high purity and consistent performance in synthetic workflows.
2-(4-Methoxyphenyl)benzonitrile structure
125610-78-8 structure
Product Name:2-(4-Methoxyphenyl)benzonitrile
CAS No:125610-78-8
MF:C14H11NO
MW:209.243243455887
MDL:MFCD00798182
CID:828255
PubChem ID:1393373
Update Time:2025-05-20

2-(4-Methoxyphenyl)benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4'-Methoxy-[1,1'-biphenyl]-2-carbonitrile
    • 2-(4-Methoxyphenyl)benzonitrile
    • 2-cyano-4'-methoxy-1,1'-biphenyl
    • 4-(2-cyanophenyl)anisole
    • 4'-methoxy[1,1'-biphenyl]-2-carbonitrile
    • 4'-Methoxy-2-Biphenylcarbonitrile
    • 4'-Methoxy-2-cyanobiphenyl
    • 4'-methoxybiphenyl-2-carbonitrile
    • o-(4-methoxyphenyl)benzonitrile
    • 4'-Methoxy-1,1'-biphenyl-2-carbonitrile
    • DTXSID30362683
    • AKOS002683030
    • E89516
    • [1,1'-Biphenyl]-2-carbonitrile, 4'-methoxy-
    • MOSSOXPGEMBIQV-UHFFFAOYSA-N
    • 125610-78-8
    • SCHEMBL6951995
    • CS-0210455
    • BS-19708
    • MFCD00798182
    • MDL: MFCD00798182
    • Inchi: 1S/C14H11NO/c1-16-13-8-6-11(7-9-13)14-5-3-2-4-12(14)10-15/h2-9H,1H3
    • InChI Key: MOSSOXPGEMBIQV-UHFFFAOYSA-N
    • SMILES: COC1C=CC(C2C(C#N)=CC=CC=2)=CC=1

Computed Properties

  • Exact Mass: 209.08400
  • Monoisotopic Mass: 209.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 259
  • 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: 3.5
  • Topological Polar Surface Area: 33?2

Experimental Properties

  • Density: 1.14±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 156-157 oC
  • Solubility: Almost insoluble (0.033 g/l) (25 o C),
  • PSA: 33.02000
  • LogP: 3.23388

2-(4-Methoxyphenyl)benzonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

2-(4-Methoxyphenyl)benzonitrile Pricemore >>

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2-(4-Methoxyphenyl)benzonitrile Production Method

Additional information on 2-(4-Methoxyphenyl)benzonitrile

Introduction to 2-(4-Methoxyphenyl)benzonitrile (CAS No. 125610-78-8)

2-(4-Methoxyphenyl)benzonitrile (CAS No. 125610-78-8) is a versatile aromatic nitrile compound with a unique structure that has garnered significant attention in various fields of chemistry and materials science. This compound, also referred to as 4-methoxybenzoyl cyanide, is characterized by its aromatic ring system and the presence of a cyano group (-CN), which imparts distinctive electronic and chemical properties. Recent advancements in synthetic methodologies and its applications in drug discovery, materials synthesis, and organic electronics have further highlighted its importance in modern chemical research.

The molecular structure of 2-(4-Methoxyphenyl)benzonitrile consists of two phenyl rings connected by a cyano group, with one ring substituted by a methoxy group (-OCH3). This substitution pattern not only enhances the compound's stability but also introduces unique electronic characteristics, making it an attractive candidate for various chemical transformations. The compound's ability to undergo nucleophilic addition reactions at the cyano group has been extensively explored, enabling its use as an intermediate in the synthesis of complex organic molecules.

Recent studies have focused on the potential of 2-(4-Methoxyphenyl)benzonitrile in the development of advanced materials, particularly in the realm of organic semiconductors. Researchers have demonstrated that this compound can serve as a building block for constructing π-conjugated systems, which are essential for applications in organic electronics such as field-effect transistors (FETs) and light-emitting diodes (LEDs). The compound's electronic properties, including its high electron-withdrawing ability due to the cyano group and the electron-donating methoxy substituent, make it a valuable component in designing materials with tailored electronic characteristics.

In addition to its role in materials science, 2-(4-Methoxyphenyl)benzonitrile has also been investigated for its potential in drug discovery. The compound's ability to modulate cellular signaling pathways through interactions with specific protein targets has been explored in recent studies. For instance, researchers have reported that this compound exhibits inhibitory activity against certain enzymes involved in inflammatory processes, suggesting its potential as a lead molecule for anti-inflammatory drug development.

The synthesis of 2-(4-Methoxyphenyl)benzonitrile has been optimized over the years, with modern approaches leveraging catalytic methods to enhance reaction efficiency and selectivity. One notable advancement involves the use of palladium-catalyzed cross-coupling reactions to construct the biaryl system efficiently. These methods not only reduce reaction times but also minimize the use of hazardous reagents, aligning with current trends toward sustainable chemistry practices.

Furthermore, recent research has delved into the environmental fate and toxicity of 2-(4-Methoxyphenyl)benzonitrile, particularly in relation to its potential industrial applications. Studies have shown that the compound exhibits low acute toxicity and undergoes rapid biodegradation under aerobic conditions, making it a safer alternative compared to some traditional chemicals used in similar applications.

In conclusion, 2-(4-Methoxyphenyl)benzonitrile (CAS No. 125610-78-8) stands out as a multifaceted aromatic nitrile compound with promising applications across diverse fields. Its unique chemical properties, combined with recent advancements in synthetic methodologies and material science applications, position it as a key player in future innovations within organic chemistry and related disciplines.

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