(Trifluoromethyl)trimethylsilane
- Product Name
- (Trifluoromethyl)trimethylsilane
- CAS No.
- 81290-20-2
- Chemical Name
- (Trifluoromethyl)trimethylsilane
- Synonyms
- TMS-CF3;TRIMETHYL(TRIFLUOROMETHYL)SILANE;TTMS;TFMTMS;Ruppert-Prakash reagent;(trifluromethyl)trimethylsilane;tert-butyl(trifluoromethyl)silane;Ruppert's;DKFELEX0262;Ruppertreagent
- CBNumber
- CB1386873
- Molecular Formula
- C4H9F3Si
- Formula Weight
- 142.2
- MOL File
- 81290-20-2.mol
(Trifluoromethyl)trimethylsilane Property
- 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
- Flash point:
- 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
- 14,9683
- 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
- Hazard Codes
- F,Xi,Xn
- Risk Statements
- 11-36/37-19-36/37/38-22-40-14
- Safety Statements
- 16-33-39-26-36-29-36/37
- RIDADR
- UN 1993 3/PG 2
- WGK Germany
- 3
- F
- 10-21
- Hazard Note
- Flammable
- TSCA
- No
- HazardClass
- 3
- PackingGroup
- II
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H261In contact with water releases flammable gas
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P231+P232Handle under inert gas. Protect from moisture.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
N-Bromosuccinimide Price
- Product number
- 367737
- Product name
- Trimethyl(trifluoromethyl)silane solution
- Purity
- 0.5M in THF
- Packaging
- 5ml
- Price
- $42.9
- Updated
- 2023/06/20
- Product number
- 367737
- Product name
- Trimethyl(trifluoromethyl)silane solution
- Purity
- 0.5M in THF
- Packaging
- 25ml
- Price
- $99
- Updated
- 2023/01/07
- Product number
- T1570
- Product name
- (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $34
- Updated
- 2024/03/01
- Product number
- T1570
- Product name
- (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $91
- Updated
- 2024/03/01
- Product number
- B20347
- Product name
- (Trifluoromethyl)trimethylsilane, 98%
- Packaging
- 1g
- Price
- $46.65
- Updated
- 2024/03/01
(Trifluoromethyl)trimethylsilane Chemical Properties,Usage,Production
Chemical Properties
(Trifluoromethyl)trimethylsilane (TMSCF3) is a flammable colorless liquid with a boiling point of 54–55 °C, a flash point of –17 °C and density of 0.926 g/mL at 20 °C. It is a trifluoromethylation reagent used in nucleophilic addition reactions of aldehydes and ketones. It may be harmful if inhaled, swallowed, absorbed through skin and may cause respiratory tract, skin and eye irritation. TMSCF3 was firstly synthesized by Rupert in 1984 via the condensation reaction of CF3Br and TMSCl with (Et2N)3P.
Uses
TMSCF3 is versatile reagent for trifluoromethylation, such as transition-metal-catalyzed reaction, miscellaneous trifluoromethylation, and addition to carbonyl and imine groups. These reactions are extremely useful approaches in the pharmaceutical and agrochemical industry, because they enhance metabolic stability (metabolic blocking) and alter the compound properties (liphophilicity, binding selectivity).
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.]
(Trifluoromethyl)trimethylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (Trifluoromethyl)trimethylsilane manufacturers
- Product
- (Trifluoromethyl)trimethylsilane 81290-20-2
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 2000kg
- Release date
- 2024-03-26
- Product
- Trimethyl(trifluoromethyl)silane 81290-20-2
- Price
- US $590.00/Kg
- Min. Order
- 1Kg
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-11-12
- Product
- (Trifluoromethyl)trimethylsilane 81290-20-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-25