Cas no 1261874-46-7 (3-Methyl-4-(trifluoromethoxy)benzonitrile)

3-Methyl-4-(trifluoromethoxy)benzonitrile is a fluorinated aromatic nitrile compound characterized by its trifluoromethoxy and methyl substituents on the benzene ring. The presence of the trifluoromethoxy group enhances its electron-withdrawing properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The nitrile functionality offers versatility for further chemical transformations, such as hydrolysis to carboxylic acids or reduction to amines. Its structural features contribute to improved metabolic stability and lipophilicity, which are advantageous in drug design. The compound is typically used in research and development for constructing complex molecules, particularly in the exploration of bioactive compounds with tailored electronic and steric properties.
3-Methyl-4-(trifluoromethoxy)benzonitrile structure
1261874-46-7 structure
Product Name:3-Methyl-4-(trifluoromethoxy)benzonitrile
CAS No:1261874-46-7
MF:C9H6F3NO
MW:201.14525270462
CID:2195931
PubChem ID:67480228
Update Time:2025-06-08

3-Methyl-4-(trifluoromethoxy)benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Methyl-4-(trifluoromethoxy)benzonitrile
    • DB-357167
    • F85666
    • XXPDPHMVHHWHIV-UHFFFAOYSA-N
    • 1261874-46-7
    • SCHEMBL2637250
    • Inchi: 1S/C9H6F3NO/c1-6-4-7(5-13)2-3-8(6)14-9(10,11)12/h2-4H,1H3
    • InChI Key: XXPDPHMVHHWHIV-UHFFFAOYSA-N
    • SMILES: FC(OC1C=CC(C#N)=CC=1C)(F)F

Computed Properties

  • Exact Mass: 201.04014830g/mol
  • Monoisotopic Mass: 201.04014830g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 242
  • 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: 33
  • XLogP3: 3.2

3-Methyl-4-(trifluoromethoxy)benzonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A013002174-250mg
3-Methyl-4-(trifluoromethoxy)benzonitrile
1261874-46-7 97%
250mg
494.40 USD 2021-07-04
Alichem
A013002174-500mg
3-Methyl-4-(trifluoromethoxy)benzonitrile
1261874-46-7 97%
500mg
839.45 USD 2021-07-04
Alichem
A013002174-1g
3-Methyl-4-(trifluoromethoxy)benzonitrile
1261874-46-7 97%
1g
1,490.00 USD 2021-07-04

Additional information on 3-Methyl-4-(trifluoromethoxy)benzonitrile

3-Methyl-4-(trifluoromethoxy)benzonitrile: An Overview of a Versatile Compound (CAS No. 1261874-46-7)

3-Methyl-4-(trifluoromethoxy)benzonitrile (CAS No. 1261874-46-7) is a highly versatile compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by its unique structural features, including a trifluoromethoxy group and a benzonitrile moiety, which contribute to its diverse applications and chemical reactivity.

The 3-methyl substitution on the benzene ring enhances the compound's stability and solubility, making it an attractive building block for various synthetic routes. The presence of the trifluoromethoxy group imparts significant electronic effects, influencing the compound's reactivity and physical properties. These characteristics have led to its use in the development of novel pharmaceuticals, agrochemicals, and advanced materials.

In recent years, 3-Methyl-4-(trifluoromethoxy)benzonitrile has been extensively studied for its potential in medicinal chemistry. One notable application is in the synthesis of selective serotonin reuptake inhibitors (SSRIs), which are widely used to treat depression and anxiety disorders. The unique electronic properties of the trifluoromethoxy group can enhance the binding affinity of these compounds to their target receptors, leading to improved therapeutic efficacy.

Beyond pharmaceuticals, this compound has also found applications in the development of agrochemicals. Its ability to modulate plant growth and protect crops from pests and diseases makes it a valuable intermediate in the synthesis of herbicides and fungicides. The enhanced stability and solubility provided by the methyl substitution on the benzene ring contribute to its effectiveness in these applications.

In materials science, 3-Methyl-4-(trifluoromethoxy)benzonitrile has been explored for its potential in the synthesis of functional polymers and coatings. The presence of the nitrile group allows for various chemical modifications, enabling the creation of materials with tailored properties such as enhanced thermal stability, mechanical strength, and chemical resistance. These materials have applications in industries ranging from electronics to automotive.

The synthetic versatility of 3-Methyl-4-(trifluoromethoxy)benzonitrile has also been highlighted in several recent studies. Researchers have developed efficient synthetic routes to produce this compound with high yields and purity. One such method involves a palladium-catalyzed cross-coupling reaction, which allows for the facile introduction of various functional groups onto the benzene ring. This approach has been instrumental in expanding the scope of applications for this compound.

In addition to its synthetic utility, 3-Methyl-4-(trifluoromethoxy)benzonitrile has been investigated for its biological activity. Studies have shown that this compound exhibits potent antiviral activity against a range of viral pathogens, including influenza and herpes simplex viruses. The mechanism of action is thought to involve interference with viral replication processes, making it a promising lead compound for the development of new antiviral drugs.

The environmental impact of chemicals is an increasingly important consideration in their development and use. Research on 3-Methyl-4-(trifluoromethoxy)benzonitrile has shown that it exhibits low toxicity and minimal environmental persistence when used under controlled conditions. This makes it a more sustainable choice compared to some traditional alternatives.

In conclusion, 3-Methyl-4-(trifluoromethoxy)benzonitrile (CAS No. 1261874-46-7) is a highly versatile compound with a wide range of applications in medicinal chemistry, agrochemicals, and materials science. Its unique structural features provide a solid foundation for further research and development, making it an important molecule in modern chemical science.

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