Cas no 28180-47-4 (Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-)

Benzenemethanol, 2,6-dimethyl-α,α-bis(trifluoromethyl)-, is a fluorinated aromatic alcohol characterized by its unique structural features, including two trifluoromethyl groups adjacent to the hydroxyl-bearing carbon. This configuration enhances its electron-withdrawing properties, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of trifluoromethyl groups improves metabolic stability and lipophilicity, which can be advantageous in drug design. Its sterically hindered structure may also influence reactivity in selective transformations. The compound’s high purity and well-defined stereochemistry ensure reproducibility in research and industrial applications. Suitable for use under controlled conditions, it requires handling in accordance with standard safety protocols for fluorinated compounds.
Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- structure
28180-47-4 structure
Product Name:Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-
CAS No:28180-47-4
MF:C11H10F6O
MW:272.18692445755
MDL:MFCD00041490
CID:252769
PubChem ID:2775085
Update Time:2025-05-27

Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-
    • 2-(2,6-Dimethylphenyl)hexafluoro-2-propanol
    • 2-(2,5-dimethylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
    • 2-(2-Hydroxyhexafluoroisopropyl)-1,4-
    • AKOS024388174
    • SCHEMBL1332596
    • 2-(2-Hydroxyhexafluoroisopropyl)p-xylene
    • 2-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1,4-dimethylbenzene
    • 2-(2-hydroxyhexafluoroisopropyl)-4-xylene
    • 2-(2-hydroxyhexafluoroisopropyl)-1,4-xylene
    • PS-11078
    • 28180-47-4
    • MFCD00041490
    • FT-0737087
    • 2010-62-0
    • DTXSID90950929
    • Benzenemethanol, 2,5-dimethyl-.alpha.,.alpha.-bis(trifluoromethyl)-
    • 2-(2-Hydroxyhexafluoroisopropyl)-p-xylene
    • FT-0608485
    • 2-(2,5-Dimethylphenyl(hexafluoro-2-propanol)
    • 2-(2,5-dimethylphenyl)hexafluoroisopropanol
    • MDL: MFCD00041490
    • Inchi: 1S/C11H10F6O/c1-6-3-4-7(2)8(5-6)9(18,10(12,13)14)11(15,16)17/h3-5,18H,1-2H3
    • InChI Key: OQOULCPVNZYDHV-UHFFFAOYSA-N
    • SMILES: FC(C(C(F)(F)F)(C1C=C(C)C=CC=1C)O)(F)F

Computed Properties

  • Exact Mass: 272.0636
  • Monoisotopic Mass: 272.06358391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 281
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.8
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • Color/Form: Not determined
  • Boiling Point: 82-83°C 10mm
  • Refractive Index: 1.433
  • PSA: 20.23
  • Solubility: Not determined

Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- Security Information

Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- Pricemore >>

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Additional information on Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-

Recent Advances in the Study of Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- (CAS: 28180-47-4)

Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- (CAS: 28180-47-4) is a fluorinated aromatic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of novel antimicrobial and anti-inflammatory agents. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic pathways, biological activities, and potential industrial applications.

One of the key advancements in the study of Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- is its application in the synthesis of trifluoromethylated compounds, which are known for their enhanced metabolic stability and bioavailability. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory effects against bacterial efflux pumps, a mechanism often associated with antibiotic resistance. The study utilized molecular docking and in vitro assays to validate the compound's interaction with key bacterial proteins, suggesting its potential as a lead structure for next-generation antimicrobial agents.

In addition to its antimicrobial properties, recent research has also investigated the anti-inflammatory potential of Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-. A study conducted by researchers at the University of California, San Francisco, revealed that this compound can modulate the NF-κB signaling pathway, a critical regulator of inflammatory responses. The findings, published in the journal Bioorganic & Medicinal Chemistry Letters, suggest that the compound's trifluoromethyl groups play a crucial role in its bioactivity, possibly by enhancing its binding affinity to target proteins.

From a synthetic chemistry perspective, advancements have been made in optimizing the production of Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-. A 2022 patent application by a leading pharmaceutical company outlined a novel catalytic process that significantly improves the yield and purity of the compound. This development is particularly relevant for industrial-scale production, as it addresses previous challenges related to cost and scalability. The patent highlights the use of palladium-based catalysts and mild reaction conditions, which minimize the formation of unwanted byproducts.

Despite these promising developments, challenges remain in the clinical translation of Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)-. Pharmacokinetic studies indicate that the compound exhibits moderate solubility and stability in physiological conditions, necessitating further structural modifications to enhance its drug-like properties. Ongoing research is focused on designing prodrugs or nanoformulations to overcome these limitations. A recent preprint on bioRxiv proposed the use of lipid-based nanoparticles to improve the compound's bioavailability, with preliminary results showing a 2-fold increase in plasma concentration compared to the free form.

In conclusion, Benzenemethanol,2,6-dimethyl-a,a-bis(trifluoromethyl)- (CAS: 28180-47-4) represents a promising scaffold for the development of novel therapeutic agents. Its unique chemical properties and demonstrated biological activities make it a valuable target for further research in drug discovery and chemical biology. Future studies should focus on addressing its pharmacokinetic limitations and exploring its potential in other therapeutic areas, such as oncology and neurodegenerative diseases.

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