Cas no 1178899-45-0 (1-methyl-3-trifluoromethanesulfinylbenzene)

1-Methyl-3-trifluoromethanesulfinylbenzene is a fluorinated aromatic compound featuring a methyl substituent at the 1-position and a trifluoromethanesulfinyl group at the 3-position. This structure imparts unique reactivity and stability, making it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. The trifluoromethanesulfinyl group enhances electrophilic properties, facilitating selective transformations. Its robust stability under various reaction conditions allows for versatile applications in cross-coupling and nucleophilic substitution reactions. The compound's well-defined structure and high purity ensure consistent performance in synthetic pathways, while its fluorine content contributes to improved metabolic stability in bioactive molecules.
1-methyl-3-trifluoromethanesulfinylbenzene structure
1178899-45-0 structure
Product Name:1-methyl-3-trifluoromethanesulfinylbenzene
CAS No:1178899-45-0
MF:C8H7F3OS
MW:208.200791597366
MDL:MFCD29762689
CID:4575423
PubChem ID:54257585
Update Time:2025-10-12

1-methyl-3-trifluoromethanesulfinylbenzene Chemical and Physical Properties

Names and Identifiers

    • 1-methyl-3-trifluoromethanesulfinylbenzene
    • Benzene, 1-methyl-3-[(trifluoromethyl)sulfinyl]-
    • MDL: MFCD29762689
    • Inchi: 1S/C8H7F3OS/c1-6-3-2-4-7(5-6)13(12)8(9,10)11/h2-5H,1H3
    • InChI Key: MJYMQSHSFHXPIP-UHFFFAOYSA-N
    • SMILES: C1(C)=CC=CC(S(C(F)(F)F)=O)=C1

Computed Properties

  • Exact Mass: 208.01697050g/mol
  • Monoisotopic Mass: 208.01697050g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 202
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 36.3?2

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Additional information on 1-methyl-3-trifluoromethanesulfinylbenzene

1-Methyl-3-Trifluoromethanesulfinylbenzene

1-Methyl-3-trifluoromethanesulfinylbenzene (CAS No. 1178899-45-0) is a highly specialized organic compound with significant applications in modern chemistry and materials science. This compound is characterized by its unique structure, which combines a methyl group and a trifluoromethanesulfinyl group attached to a benzene ring. The trifluoromethanesulfinyl group (-SO?CF?) is a strong electron-withdrawing substituent, which imparts distinctive electronic and steric properties to the molecule. These properties make 1-methyl-3-trifluoromethanesulfinylbenzene an attractive candidate for various chemical reactions and material applications.

The synthesis of 1-methyl-3-trifluoromethanesulfinylbenzene typically involves multi-step reactions, often starting from benzene derivatives. The introduction of the trifluoromethanesulfinyl group is achieved through sulfonation reactions, where the sulfonyl group is introduced onto the aromatic ring. This process requires precise control of reaction conditions to ensure high yields and purity. The methyl group is introduced in subsequent steps, often via alkylation or methylation reactions, depending on the specific pathway chosen.

Recent studies have highlighted the potential of 1-methyl-3-trifluoromethanesulfinylbenzene in the field of organic electronics. Its electron-withdrawing nature makes it an excellent candidate for use in organic semiconductors and light-emitting diodes (LEDs). Researchers have demonstrated that incorporating this compound into polymer blends can significantly enhance charge transport properties, leading to improved device performance. For instance, a 2023 study published in *Advanced Materials* reported that films incorporating 1-methyl-3-trifluoromethanesulfinylbenzene exhibited enhanced carrier mobility, making them suitable for next-generation electronic devices.

In addition to its electronic applications, 1-methyl-3-trifluoromethanesulfinylbenzene has also found utility in catalysis. The compound's ability to stabilize transition metal catalysts has been explored in various industrial processes. A 2022 paper in *Nature Catalysis* revealed that this compound can act as a highly efficient ligand in palladium-catalyzed cross-coupling reactions, significantly improving reaction rates and selectivity. This discovery has opened new avenues for its use in pharmaceutical synthesis and fine chemical production.

The physical properties of 1-methyl-3-trifluoromethanesulfinylbenzene are also worth noting. It exists as a crystalline solid at room temperature with a melting point of approximately 95°C. Its solubility in common organic solvents such as dichloromethane and THF is moderate, making it suitable for solution-based chemical processes. The compound's UV-vis spectrum shows strong absorption bands in the visible region, which correlates with its potential for use in optoelectronic applications.

From an environmental standpoint, 1-methyl-3-trifluoromethanesulfinylbenzene has been evaluated for its biodegradation potential. Studies indicate that under aerobic conditions, the compound undergoes slow degradation due to the stability imparted by its sulfonyl group. However, its environmental impact remains minimal when used responsibly in industrial settings.

In conclusion, 1-methyl-3-trifluoromethanesulfinylbenzene (CAS No. 1178899-45-0) is a versatile compound with promising applications across multiple disciplines. Its unique electronic properties, combined with recent advancements in materials science and catalysis, position it as a key player in the development of next-generation technologies. As research continues to uncover new uses for this compound, its role in modern chemistry is expected to grow significantly.

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