ChemicalBook >> CAS DataBase List >>(Trifluoromethyl)trimethylsilane

(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;Ruppertreagent;Rupper reagent
CBNumber:
CB1386873
Molecular Formula:
C4H9F3Si
Molecular Weight:
142.2
MDL Number:
MFCD00145454
MOL File:
81290-20-2.mol
MSDS File:
SDS
Last updated:2024-03-26 14:13:49

(Trifluoromethyl)trimethylsilane Properties

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
Specific Gravity 0.962
color Clear colorless
Water Solubility Soluble in alcohol, THF, ether, dichloromethane, aromatic and aliphatic hydrocarbons. Soluble in water(with white smokes).
Sensitive Moisture Sensitive
Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
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)
FDA UNII A009786QPJ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Danger
Hazard statements  H225-H261
Precautionary statements  P210-P223-P231+P232-P233-P240-P241
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
10-21
Hazard Note  Flammable
TSCA  No
HazardClass  3
PackingGroup  II
HS Code  29319090
NFPA 704
3
2 0

(Trifluoromethyl)trimethylsilane price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 367737 Trimethyl(trifluoromethyl)silane solution 0.5M in THF 81290-20-2 5ml $42.9 2023-06-20 Buy
Sigma-Aldrich 367737 Trimethyl(trifluoromethyl)silane solution 0.5M in THF 81290-20-2 25ml $99 2023-01-07 Buy
TCI Chemical T1570 (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent] >97.0%(GC) 81290-20-2 5g $34 2024-03-01 Buy
TCI Chemical T1570 (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent] >97.0%(GC) 81290-20-2 25g $91 2024-03-01 Buy
Alfa Aesar B20347 (Trifluoromethyl)trimethylsilane, 98% 81290-20-2 1g $46.65 2024-03-01 Buy
Product number Packaging Price Buy
367737 5ml $42.9 Buy
367737 25ml $99 Buy
T1570 5g $34 Buy
T1570 25g $91 Buy
B20347 1g $46.65 Buy

(Trifluoromethyl)trimethylsilane Chemical Properties,Uses,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

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.

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).

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.]

75-77-4
75-63-8
81290-20-2
Synthesis of (Trifluoromethyl)trimethylsilane from Chlorotrimethylsilane and BROMOTRIFLUOROMETHANE
Global( 445)Suppliers
Supplier Tel Email Country ProdList Advantage
Golden Pharma Co., Limited
+undefined18958062155 sales@zjgoldpharm.com China 5905 58
Qi-Chem Co., Ltd.
+86-0411-88165951 +8613591335396 marketing@qi-chem.com China 133 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Henan Fengda Chemical Co., Ltd
+8613613820652 info@fdachem.com China 5085 58
hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328 sales03@chemcn.cn China 941 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14764 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60

Related articles

View Lastest Price from (Trifluoromethyl)trimethylsilane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(Trifluoromethyl)trimethylsilane pictures 2024-03-28 (Trifluoromethyl)trimethylsilane
81290-20-2
US $30.00 / kg 1kg 98% 2000kg hebei hongtan Biotechnology Co., Ltd
(Trifluoromethyl)trimethylsilane pictures 2024-01-22 (Trifluoromethyl)trimethylsilane
81290-20-2
US $8.00-0.80 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
(Trifluoromethyl)trimethylsilane pictures 2023-11-22 (Trifluoromethyl)trimethylsilane
81290-20-2
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
TriMethyl(trifluoroMethyl)silane solution 0.5 M in THF (TrifluoroMethyl)triMethylsilane SynonyMs TriMethyl(trifluoroMethyl)silane (Trimethylsilyl)trifluoromethane Ruppert-Prakash Reagent Reagents, Ruppert's TriMethylsilyl(trifluoroMethyl)silane TriMethyl(trifluoroMethyl)sila TriMethyl(trifluoroMethyl)silane 99% TriMethyl(trifluoroMethyl)silane solution ~2.0 M in THF (Trifluoromethyl)trimethylsilane Ruppert's Reagent TFMTMS Ruppert's TMS-CF3 (Trimethylsilyl)trifluoromethane (Trifluoromethyl)-trimethylsilan RUPPERT'S REAGENT (TRIMETHYLSILYL)TRIFLUOROMETHANE (TRIFLUOROMETHYL)TRIMETHYLSILANE 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% (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent] (Trifluoromethyl)trimethylsilane, Rupperts Reagent, TFMTMS Trifluoromethyltrimethylsilane, min. 97% Rupper reagent Ruppert's Reagent TMS-CF3 (Trifluoromethyl)trimethylsilane,96% (Trifluoromethyl)trimethylsilane ,98% Trimethyl(trifluoromethyl)silane,(Trifluoromethyl)trimethylsilane, Ruppert’s Reagent, TFMTMS Trimethyl(trifluoromethyl)silane solution,(Trifluoromethyl)trimethylsilane (Trimethylsilyl)trifluoromethane, 0.5M solution in THF (TrifluoroMethyl)triMethylsilane  [TrifluoroMethylating Reagent] (TrifluoroMethyl)triMethylsilane, 0.5M solution in THF 5ML (TrifluoroMethyl)triMethylsilane, 96% 5ML (Trifluoromethyl)trimethylsilane, 0.5M solution in THF, AcroSeal (Trifluoromethyl)trimethylsilane 98%, 0.5M solution in THF (TrifluoroMethyl)triMethylsilane, 0.5M soln. in THF (Trifluoromethyl)trimethylsilane, 0.5M solution in THF, AcroSeal&trade Silane, trimethyl(trifluoromethyl)- Ruppert-Prakash reagent TFMTMS TMS-CF3 TRIMETHYL(TRIFLUOROMETHYL)SILANE TTMS (trifluromethyl)trimethylsilane tert-butyl(trifluoromethyl)silane (Trifluoromethyl)trimethylsilane,5-(trifluoroMethyl)-2-Thiophenecarboxylic acid Trimethyl(tifluoromethyl)silane 81290-20-2 81920-20-2 481290-20-2 C4H9F3Si CF3SiCH33 C4F3H9Si CH33SiCF3