Molecular structure of Trimethyl(trifluoromethyl)silane, CAS Number: 81290-20-2
Trimethyl(trifluoromethyl)silane (CAS 81290-20-2)
Alternate Names:
(Trifluoromethyl)trimethylsilane
CAS Number:
81290-20-2
Purity:
≥99%
Molecular Weight:
142.19
Molecular Formula:
C4H9F3Si
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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Trimethyl(trifluoromethyl)silane serves as a silylating agent, utilized for the introduction of the trimethylsilyl group to various organic substrates. Trimethyl(trifluoromethyl)silane is instrumental in the protection of hydroxyl groups during sequences, facilitating transformations by forming trimethylsilyl ethers. These ethers are notably stable yet can be removed under relatively mild acidic or basic conditions, reverting to the original hydroxyl functionality. This reversible protection is for multistep synthesis processes where selectivity and functional group integrity are paramount. The action of Trimethyl(trifluoromethyl)silane is characterized by its ability to effectively transfer the trimethylsilyl group onto a target molecule, thereby producing silylated derivatives that are integral to further chemical modifications and analysis.
Trimethyl(trifluoromethyl)silane (CAS 81290-20-2) References
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- A novel synthesis of hexakis(trifluoromethyl)cyclotriphosphazene. Single-crystal X-ray structures of N3P3(CF3)6 and N3P3F6. | Singh, RP., et al. 2000. Inorg Chem. 39: 375-7. PMID: 11272550
- How trimethyl(trifluoromethyl)silane reacts with itself in the presence of naked fluoride--a one-pot synthesis of bis([15]crown-5)cesium 1,1,1,3,5,5,5-heptafluoro-2,4-bis(trifluoromethyl)pentenide. | Tyrra, W., et al. 2005. Chemistry. 11: 6514-8. PMID: 16121407
- Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl(trifluoromethyl)silane. | Kawai, H., et al. 2009. Angew Chem Int Ed Engl. 48: 6324-7. PMID: 19606438
- Benzoyl peroxide (BPO)-promoted oxidative trifluoromethylation of tertiary amines with trimethyl(trifluoromethyl)silane. | Chu, L. and Qing, FL. 2010. Chem Commun (Camb). 46: 6285-7. PMID: 20694243
- Copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids using (trifluoromethyl)trimethylsilane. | Jiang, X., et al. 2012. J Org Chem. 77: 1251-7. PMID: 22251059
- Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides. | Stephens, DE., et al. 2014. Org Biomol Chem. 12: 6190-9. PMID: 24993899
- Copper-catalyzed aminotrifluoromethylation of unactivated alkenes with (TMS)CF3: construction of trifluoromethylated azaheterocycles. | Lin, JS., et al. 2014. J Org Chem. 79: 7084-92. PMID: 25002033
- Comparative profiling of well-defined copper reagents and precursors for the trifluoromethylation of aryl iodides. | Kaplan, PT., et al. 2017. Beilstein J Org Chem. 13: 2297-2303. PMID: 29181108
- Synthesis of organic liquid crystals containing selectively fluorinated cyclopropanes. | Fang, Z., et al. 2020. Beilstein J Org Chem. 16: 674-680. PMID: 32362945
- Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C-O Bond Activation. | Hu, WQ., et al. 2020. Angew Chem Int Ed Engl. 59: 16076-16082. PMID: 32452144
- Trifluoromethylation of [AuF3 (SIMes)]: Preparation and Characterization of [Au(CF3)x F3-x (SIMes)] (x=1-3) Complexes. | Winter, M., et al. 2020. Chemistry. 26: 16089-16097. PMID: 32668044
- Influence of Matrix and Surfactant on Piezoelectric and Dielectric Properties of Screen-Printed BaTiO3/PVDF Composites. | Carbone, C., et al. 2021. Polymers (Basel). 13: PMID: 34209021
- Synthesis of a Novel Rigid Semi-Alicyclic Dianhydride and Its Copolymerized Transparent Polyimide Films' Properties. | Wang, Y., et al. 2022. Polymers (Basel). 14: PMID: 36236080
- Regioselective C-H Thiocyanation of Arenes by Iron(III) Chloride Catalysis. | Waddell, LJN., et al. 2023. J Org Chem. 88: 7208-7218. PMID: 37158540
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Trimethyl(trifluoromethyl)silane, 5 ml | sc-358885 | 5 ml | $145.00 |