ChemicalBook > CAS DataBase List > (Trifluoromethyl)trimethylsilane

(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
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(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)
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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
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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.

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N-Bromosuccinimide Price

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

N,N-Dimethylformamide Cuprous iodide Chlorotrimethylsilane Sodium trifluoroacetate Benzenesulfonyl chloride Hydrochloric acid Magnesium

Preparation Products

4-(Trifluoromethyl)nicotinic acid 2-CHLORO-4-NITROBENZOTRIFLUORIDE 5-(Trifluoromethyl)pyridine-2-carboxylic acid 1-[6-(Trifluoromethyl)pyridin-2-yl]piperazine 2-Chloro-6-trifluoromethylnicotinic acid 2-Trifluoromethyl-5-bromopyridine 4-AMINO-2-CHLOROBENZOTRIFLUORIDE
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View Lastest Price from (Trifluoromethyl)trimethylsilane manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
(Trifluoromethyl)trimethylsilane 81290-20-2
Price
US $30.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-03-26
R&D Scientific Inc.
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
Hebei Weibang Biotechnology Co., Ltd
Product
(Trifluoromethyl)trimethylsilane 81290-20-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-25

81290-20-2, (Trifluoromethyl)trimethylsilaneRelated Search:

Chloromethyltrimethylsilane Trimethylsilyl cyanide Iodotrimethylsilane Bromotrimethylsilane Silicon tetrahydride Trimethyl borate LITHIUM PERIODATE tert-Butyldimethylsilyl chloride TRIMETHYLSILANE Dichlorodimethylsilane Tributyl(vinyl)tin ISOPROPYL TRIFLUOROMETHANESULFONATE Borane-trimethylamine complex Dimethyldimethoxysilane Lambda Cyhalotric Acid Trifluoromethanesulfonamide Trifluoromethanesulfonic anhydride Methyltris(methylethylketoxime)silane

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