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α,α,α-Trifluorotoluene (CAS 98-08-8)

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Alternate Names:
Benzotrifluoride
Application:
α,α,α-Trifluorotoluene is an alternative solvent to dichloromethane
CAS Number:
98-08-8
Molecular Weight:
146.11
Molecular Formula:
C7H5F3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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α,α,α-Trifluorotoluene, also known as trifluoromethylbenzene, is a fluorinated aromatic compound with the chemical formula C7H5F3. This colorless, volatile liquid is characterized by the presence of a trifluoromethyl group (-CF3) attached to a benzene ring, replacing one of the hydrogen atoms. The introduction of the trifluoromethyl group significantly alters the chemical properties of the benzene ring, enhancing its electron-withdrawing capability and increasing its overall chemical and thermal stability. In chemical research, α,α,α-trifluorotoluene is highly valued for its unique solvent properties, particularly its ability to dissolve a wide range of organic compounds that are otherwise insoluble in less fluorinated solvents. Its application extends to various fields of synthetic chemistry, where it is used as a solvent or a reagent in the synthesis of pharmaceuticals, agrochemicals, and performance materials. The electron-withdrawing effect of the trifluoromethyl group also makes α,α,α-trifluorotoluene a key intermediate in the production of more complex fluorinated organic molecules. This compound is instrumental in the study of aromatic substitution reactions, where its distinct electronic properties influence the reactivity patterns of the benzene ring, allowing chemists to explore novel synthetic pathways and reaction mechanisms. Additionally, its robustness under harsh reaction conditions makes it suitable for use in high-temperature and high-pressure chemical processes.


α,α,α-Trifluorotoluene (CAS 98-08-8) References

  1. Aromatic chlorination of omega-phenylalkylamines and omega-phenylalkylamides in carbon tetrachloride and alpha,alpha,alpha-trifluorotoluene.  |  O'Connell, JL., et al. 2006. Org Biomol Chem. 4: 2716-23. PMID: 16826296
  2. Pd-catalyzed intermolecular C-H amination with alkylamines.  |  Yoo, EJ., et al. 2011. J Am Chem Soc. 133: 7652-5. PMID: 21520961
  3. Protolytic defluorination of trifluoromethyl-substituted arenes.  |  Kethe, A., et al. 2011. Org Biomol Chem. 9: 4545-9. PMID: 21547324
  4. Preparation of fluoroalkenes via the Shapiro reaction: direct access to fluorinated peptidomimetics.  |  Yang, MH., et al. 2013. Org Lett. 15: 3894-7. PMID: 23879432
  5. Direct Difluoromethylation of Aryl Halides via Base Metal Catalysis at Room Temperature.  |  Xu, L. and Vicic, DA. 2016. J Am Chem Soc. 138: 2536-9. PMID: 26883690
  6. Direct Observation of Primary C-H Bond Oxidation by an Oxido-Iron(IV) Porphyrin π-Radical Cation Complex in a Fluorinated Carbon Solvent.  |  Morimoto, Y., et al. 2019. Angew Chem Int Ed Engl. 58: 10863-10866. PMID: 31119841
  7. Selectivity and Charge Transfer in Photoreactions of α,α,α-Trifluorotoluene with Olefins  |  Mattay, J., Runsink, J., Gersdorf, J., Rumbach, T., & Ly, C. 1986. Helvetica chimica acta. 69(2): 442-455.
  8. Density and viscosity of 1-methoxy-2-propanol, 2-methyltetrahydrofuran, α, α, α-trifluorotoluene, and their binary mixtures with 1, 1, 1-trichloroethane at different temperatures  |  De Lorenzi, L., Fermeglia, M., & Torriano, G. 1996. Journal of Chemical & Engineering Data. 41(5): 1121-1125.
  9. Structure and Reactivity of Protonated α, α, α-Trifluorotoluene in the Gas Phase. A Combined FT-ICR, Radiolytic, and ab Initio MO Study  |  Aschi, M., Chiavarino, B., Crestoni, M. E., & Fornarini, S. 1996. The Journal of Physical Chemistry. 100(51): 19859-19863.
  10. Solubilities and phase equilibria for ternary solutions of α, α, α-trifluorotoluene, water, and 2-propanol at three temperatures and pressure of 101.2 kPa  |  Atik, Z., & Chaou, M. 2007. Journal of Chemical & Engineering Data. 52(3): 932-935.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

α,α,α-Trifluorotoluene, 500 g

sc-257042
500 g
$60.00