CAS RN: 81290-20-2 | Product Number: T1570

(Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]

Purity: >97.0%(GC)

Synonyms:

(Trimethylsilyl)trifluoromethane
Ruppert-Prakash Reagent

Product Documents:

Size	Unit Price	Shanghai	Tianjin	Japan*
1G	¥130.00	6	Contact Us	Contact Us
5G	¥410.00	15	Contact Us	≥60
25G	¥950.00	≥40	Contact Us	≥100

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General Information plus

Product Number	T1570
Purity / Analysis Method	>97.0%(GC)
Molecular Formula / Molecular Weight	C₄H₉F₃Si = 142.20
Physical State (20 deg.C)	Liquid
Storage Temperature	Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas	Store under inert gas
Condition to Avoid	Moisture Sensitive
CAS RN	81290-20-2
Reaxys Registry Number	4241868
PubChem Substance ID	87577328
SDBS (AIST Spectral DB)	19694
Merck Index (14)	9683
MDL Number	MFCD00145454

Specifications & Documents plus

Safety & Properties plus

GHS

Pictogram
Signal Word	Danger
Hazard Statements	H225 : Highly flammable liquid and vapor.
Precautionary Statements	P501 : Dispose of contents/ container to an approved waste disposal plant. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P403 + P235 : Store in a well-ventilated place. Keep cool.

Related Laws:

Transport Information:

UN Number	UN1993
Class	3
Packing Group	II
Customs Control Conditions (Q)

Applications & Literature plus

Application

Synthesis of Trifluoromethylketones from Weinreb Amides

Typical Procedure:
To a 50 mL round bottom flask equipped with a stir bar is added CsF (0.1512 g, 1.0 mmol, 0.2 eq.). Toluene (2.5 mL) is added to the flask, followed by 4-(tert-butyl)-N-methoxy-N-methylbenzamide (1.11 g, 5.0 mmol, 1 eq.). The flask is sealed with a septum equipped with an inlet needle as an exit valve. The flask is cooled to 0 °C for 10 minutes. Once cooled, TMSCF₃ (1.42 g, 10.0 mmol, 2 eq.) is added to the reaction mixture dropwise over a period of ≈ 10 minutes. After completion of addition, the reaction mixture is allowed to stir at 0 °C for 10 minutes. The cooling bath is removed and the reaction mixture is allowed to stir at room temperature overnight. (Upon reaching room temperature, the reaction occurs and is mildly exothermic and gas is evolved.) Reaction progress is monitored by ¹H NMR.
Once complete conversion to the silylated intermediate is confirmed, water (5 mL) followed by TBAF (5 mL, 1 M in THF, 1 eq.) is added to the reaction flask. The flask is equipped with a reflux condenser, open to air. The contents are then heated to 50 °C, and allowed to stir at that temperature for 2 hours. Once cooled to room temperature, the reaction mixture is diluted with Et₂O (≈ 30 mL), and transferred to a separatory funnel. The organic layer is washed with deionized water (3 × 30 mL), followed with a brine solution (1 × 30 mL). The organic layer is dried with Na₂SO₄ and the solvent is removed in vacuo by rotary evaporation to yield crude trifluoromethylketone. Further purification is accomplished by flash chromatography (hexane : EtOAc = 8 : 2) to produce the pure CF₃ ketone as an orange solid (0.935 g, Y. 81%).