367737
Trimethyl(trifluoromethyl)silane solution
0.5 M in THF
Synonym(s):
(Trifluoromethyl)trimethylsilane, Ruppert′s reagent, Ruppert-Prakash reagent, TFMTMS, Trifluoromethyltrimethylsilane
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About This Item
Linear Formula:
(CH3)3SiCF3
CAS Number:
Molecular Weight:
142.19
PubChem Substance ID:
UNSPSC Code:
12352101
Beilstein/REAXYS Number:
4241868
MDL number:
vapor pressure
10.98 psi ( 55 °C), 2.8 psi ( 20 °C)
form
liquid
concentration
0.5 M in THF
bp
40 °C
density
0.895 g/mL at 25 °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
Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.
Reactant for:
- Silver-mediated C-H trifluoromethylation of arenes
- Preparation of trifluoromethyl ketone analog of L-arginine having contrasting inhibitory activity against human arginase I and histone deacetylase 8
- Organocatalyzed regio- and enantioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts
- Palladium-catalyzed oxidative trifluoromethylation of indoles
- Preparation of 5-HT1A antagonists
- Used as difluorocarbene source
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
Regulatory Information
危险化学品
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Journal of the American Chemical Society, 111, 393-393 (1989)
G K Surya Prakash et al.
The Journal of organic chemistry, 71(18), 6806-6813 (2006-08-26)
Organofluorine compounds are becoming increasingly important in different fields, such as material science, agro chemistry, and the pharmaceutical industry. Nucleophilic trifluoromethylation is one of the widely used methods to incorporate a trifluoromethyl moiety into organic molecules. We have carried out
J W Skiles et al.
Journal of medicinal chemistry, 35(4), 641-662 (1992-02-21)
A series of tripeptides possessing trifluoromethyl or aryl ketone residues at P1 were prepared and evaluated both in vitro and in vivo as potential inhibitors of human leukocyte elastase (HLE). Tripeptides containing non naturally occurring N-substituted glycine residues at the