ChemicalBook CAS DataBase List 81290-20-2

81290-20-2

Name	(Trifluoromethyl)trimethylsilane
CAS	81290-20-2
Molecular Formula	C4H9F3Si
MDL Number	MFCD00145454
Molecular Weight	142.19
MOL File	81290-20-2.mol

Synonyms

RUPPERT'S REAGENT TFMTMS TMS-CF3 (TRIFLUOROMETHYL)TRIMETHYLSILANE (TRIMETHYLSILYL)TRIFLUOROMETHANE TRIMETHYL(TRIFLUOROMETHYL)SILANE TTMS (Trifluoromethyl)-trimethylsilan Ruppert's (Trifluoromethyl)trimethylsilane 0.5M solution in THF TRIMETHYL(TRIFLUOROMETHYL)SILANE, 0.5M S OLUTION IN TETRAHYDROFURAN Trimethyl(trifluoromethyl)silane solution (Trifluoromethyl)trimethylsilane, 99%+ Ruppertreagent Trifluoromethyltrimethylsilane0.5MinTHF Trifluoromethyltrimethylsilane,min.97% (Trifluoromethyl)trimethylsilane 0.5M solution in THF 98% (Trifluoromethyl)trimethylsilane0.5MsolutioninTHF98% (trifluromethyl)trimethylsilane (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]

Chemical Properties

Appearance	clear colorless solution
Boiling point	54-55 °C (lit.)
density	0.962 g/mL at 20 °C(lit.)
vapor pressure	10.98 psi ( 55 °C)
refractive index	n20/D 1.386
Fp	14 °F
storage temp.	2-8°C
solubility	sol THF, ether, CH2Cl2.
form	Liquid
color	Clear colorless
Specific Gravity	0.962
Water Solubility	Soluble in alcohol, THF, ether, dichloromethane, aromatic and aliphatic hydrocarbons. Soluble in water(with white smokes).
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
Sensitive	Moisture Sensitive
Merck	9683
BRN	4241868
Exposure limits	ACGIH: TWA 50 ppm; STEL 100 ppm (Skin) OSHA: TWA 200 ppm(590 mg/m3) NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
Stability:	Volatile
InChIKey	MWKJTNBSKNUMFN-UHFFFAOYSA-N
CAS DataBase Reference	81290-20-2(CAS DataBase Reference)

Safety Data

Hazard Codes	F,Xi,Xn
Risk Statements	R11:Highly Flammable. R36/37:Irritating to eyes and respiratory system . R19:May form explosive peroxides. R36/37/38:Irritating to eyes, respiratory system and skin . R22:Harmful if swallowed. less more
Safety Statements	S16:Keep away from sources of ignition-No smoking . S33:Take precautionary measures against static discharges . S39:Wear eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S29:Do not empty into drains . less more
RIDADR	UN 1993 3/PG 2
WGK Germany	3
F	10-21
Hazard Note	Flammable
TSCA	No
HazardClass	3
PackingGroup	II
HS Code	29319099

Raw materials And Preparation Products

Hazard Information

Chemical Properties

clear colorless solution

Physical properties

bp 54–55 °C; d20 0.963 g cm?3

Uses

Nucleophilic addition of the trifluoromethyl group to aldehydes and ketones.1

Uses

Nucleophilic trifluoromethylating reagent.

Uses

Silicon-based fluorinating reagents for the efficient trifluoromethylation of carbonyls and ethylene diamines. Precursors used for metal-mediated trifluoromethylation of aromatic, heteroaromatic, vinyl substrates, etc.

Preparation

(Trifluoromethyl)trimethylsilane is prepared from trimethylsilyl chloride and bromotrifluoromethane in the presence of a phosphorus(III) reagent that serves as a halogen acceptor.

General Description

Trimethyl(trifluoromethyl)silane (TMSCF₃) is also called as Ruppert-Prakash fluorination reagent. It is extensively used for the synthesis of trifluoromethyl-containing compounds.

Toxicology

(Trifluoromethyl)trimethylsilane is classified as toxic and requires careful handling and safety protocols to minimize human exposure. Prolonged or repeated exposure can lead to various health problems such as skin, eye, and respiratory irritation.

Purification Methods

Purify it by distilling it from trap to trap in a vacuum of 20mm using a bath at 45o and Dry-ice/Me2CO bath for the trap. The liquid in the trap is then washed with ice cold H2O (3x), the top layer is collected, dried (Na2SO4), and the liquid is decanted and fractionated through a helices-packed column at atmospheric pressure. 1H, 1 3C, 1 9F, and 2 9Si NMR can be used for assessing the purity of fractions. [Ruppert et al. Tetrahedron Lett 25 2195 1984, Krishnamurti et al. J Org Chem 56 984 199, Beilstein 4 IV 3892.]

Spectrum Detail

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