488712
Trimethyl(trifluoromethyl)silane
99%
Synonym(s):
(Trifluoromethyl)trimethylsilane, Ruppert’s Reagent, TFMTMS
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
(CH3)3SiCF3
CAS Number:
Molecular Weight:
142.19
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4241868
Quality Level
assay
99%
reaction suitability
reaction type: C-C Bond Formation
bp
54-55 °C (lit.)
density
0.962 g/mL at 20 °C (lit.)
functional group
fluoro
storage temp.
2-8°C
SMILES string
C[Si](C)(C)C(F)(F)F
InChI
1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
InChI key
MWKJTNBSKNUMFN-UHFFFAOYSA-N
Application
Trimethyl(trifluoromethyl)silane can be used as a trifluoromethylating agent in the following processes:
- Conversion of N-(tert-butylsulfinyl)-imines to trifluoromethylated amines
- Conversion of trans-enones to trans-α-trifluoromethyl silyl ethers
- Trifluoromethylation of azomethine imines
- Conversion of H-phosphonates to CF3-phosphonates
- Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.
signalword
Danger
hcodes
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves
Hazard Classifications
Flam. Liq. 2 - Water-react. 2
Regulatory Information
危险化学品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
Baran Reagents - FAQ
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)
Copper-catalyzed aerobic oxidative trifluoromethylation of H-phosphonates using trimethyl (trifluoromethyl) silane
Chu L, et al.
Synthesis, 44(10), 1521-1525 (2012)
Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 488712-5ML | 04061832397757 |
| 488712-25ML | 04061832397740 |