Cas no 1737-23-1 (2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol)

2,2,2-Trifluoro-1-(3-methylphenyl)ethan-1-ol is a fluorinated aromatic alcohol characterized by the presence of a trifluoromethyl group adjacent to a hydroxyl-substituted carbon. This structural feature enhances its polarity and stability, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The electron-withdrawing trifluoromethyl group influences reactivity, enabling selective transformations under mild conditions. Its aromatic methyl substituent further modulates steric and electronic properties, facilitating tailored functionalization. The compound’s well-defined purity and consistent performance make it suitable for applications requiring precise control over molecular architecture. Its stability under standard storage conditions ensures reliable handling in laboratory and industrial settings.
2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol structure
1737-23-1 structure
Product Name:2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol
CAS No:1737-23-1
MF:C9H9F3O
MW:190.162373304367
MDL:MFCD00233112
CID:2782286
PubChem ID:12640347
Update Time:2025-06-10

2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 2,2,2-TRIFLUORO-1-(M-TOLYL)ETHANOL
    • Benzenemethanol, 3-methyl-α-(trifluoromethyl)-
    • 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol
    • MDL: MFCD00233112
    • Inchi: 1S/C9H9F3O/c1-6-3-2-4-7(5-6)8(13)9(10,11)12/h2-5,8,13H,1H3
    • InChI Key: MTCMVMYGHLVKTA-UHFFFAOYSA-N
    • SMILES: C(O)(C1=CC=CC(C)=C1)C(F)(F)F

Computed Properties

  • Exact Mass: 190.06054939g/mol
  • Monoisotopic Mass: 190.06054939g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 167
  • 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: 20.2?2

2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol Pricemore >>

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Additional information on 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol

Introduction to 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol (CAS No. 1737-23-1) and Its Emerging Applications in Chemical Biology and Medicine

2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol, identified by the chemical abstracts service number 1737-23-1, is a fluorinated aromatic alcohol that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural and electronic properties. The presence of a trifluoromethyl group at the alpha position of the benzyl alcohol moiety imparts distinct physicochemical characteristics, including enhanced lipophilicity, metabolic stability, and binding affinity, making it a valuable scaffold for drug discovery and material science applications.

The compound belongs to the class of fluorinated phenols, which are known for their broad spectrum of biological activities. The trifluoro- substituent influences the electron density distribution across the aromatic ring, leading to modifications in both electronic and steric interactions with biological targets. This feature has been exploited in the design of novel pharmacophores targeting various therapeutic areas, including central nervous system disorders, inflammation, and cancer.

In recent years, 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol has been investigated for its potential role as an intermediate in the synthesis of bioactive molecules. Its structural motif is particularly relevant in the development of fluorinated ligands that modulate enzyme activity and receptor binding. For instance, studies have demonstrated its utility in generating trifluoromethylated analogs of known pharmaceuticals, which exhibit improved pharmacokinetic profiles due to reduced metabolic clearance.

One of the most compelling aspects of this compound is its application in fluorescent probes for cellular imaging. The combination of an aromatic system with a fluorinated alcohol group allows for tunable fluorescence emission properties, making it suitable for tracking biological processes in real-time. Recent advancements in bioconjugation techniques have enabled the integration of 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol into probes that selectively label specific biomolecules or cellular compartments. Such tools are invaluable for elucidating complex biological pathways and diagnosing diseases at the molecular level.

The 3-methylphenyl moiety in the molecule contributes to its binding affinity with certain protein targets. This feature has been leveraged in the development of small-molecule inhibitors targeting kinases and other signaling proteins implicated in diseases such as cancer and neurodegeneration. Computational modeling studies have revealed that the trifluoromethyl group enhances hydrophobic interactions with key residues in the binding pocket, thereby improving drug efficacy.

Furthermore, the compound’s stability under various environmental conditions makes it a promising candidate for industrial applications. Its resistance to degradation under thermal and photochemical stress suggests potential use in advanced materials and coatings where durability is critical. Researchers have also explored its role as a precursor in synthesizing perfluorinated compounds, which are used in high-performance polymers and liquid crystals.

The synthesis of 2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-ol involves multi-step organic transformations that highlight its synthetic versatility. Modern methodologies have refined these processes to achieve high yields while minimizing side reactions. Techniques such as transition-metal-catalyzed cross-coupling reactions have been particularly effective in constructing the desired aromatic framework efficiently.

In conclusion, CAS No. 1737-23-1 represents a structurally intriguing compound with far-reaching implications across multiple scientific disciplines. Its unique combination of fluorinated aromaticity and aliphatic alcohol functionality opens new avenues for therapeutic innovation and material engineering. As research continues to uncover novel applications for this molecule, its significance is poised to grow further within both academic and industrial settings.

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