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(Trifluoromethyl)trimethylsilane

(Trifluoromethyl)trimethylsilane Structure
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
MOL File:
81290-20-2.mol
MSDS File:
SDS
Modify Date:
2024/7/31 9:12:47
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(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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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
F  10-21
Hazard Note  Flammable
TSCA  No
HazardClass  3
PackingGroup  II
HS Code  29319090
NFPA 704
3
2 0

(Trifluoromethyl)trimethylsilane price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 91862 Trimethyl(trifluoromethyl)silane solution 2?M in THF 81290-20-2 10ML ₹3231.9 2022-06-14 Buy
Sigma-Aldrich(India) 91862 Trimethyl(trifluoromethyl)silane solution 2?M in THF 81290-20-2 50ML ₹12608.4 2022-06-14 Buy
Sigma-Aldrich(India) 488712 Trimethyl(trifluoromethyl)silane 99% 81290-20-2 5ML ₹22180.43 2022-06-14 Buy
Sigma-Aldrich(India) 488712 Trimethyl(trifluoromethyl)silane 99% 81290-20-2 25ML ₹34087.93 2022-06-14 Buy
Sigma-Aldrich(India) 367737 Trimethyl(trifluoromethyl)silane solution 0.5?M in THF 81290-20-2 5ML ₹3350 2022-06-14 Buy
Product number Packaging Price Buy
91862 10ML ₹3231.9 Buy
91862 50ML ₹12608.4 Buy
488712 5ML ₹22180.43 Buy
488712 25ML ₹34087.93 Buy
367737 5ML ₹3350 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

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.]

(Trifluoromethyl)trimethylsilane Preparation Products And Raw materials

Raw materials

N,N-Dimethylformamide Cuprous iodide Chlorotrimethylsilane Sodium trifluoroacetate Benzenesulfonyl chloride
Hydrochloric acid Magnesium
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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 2-Aminobenzotrifluoride (Difluoromethyl)trimethylsilane TriMethyl(broModifluoroMethyl)silane
4-[(2R)-2-[(1S)-2,2,2-Trifluoro-1-hydroxyethyl]-1-pyrrolidinyl]-2-(trifluoromethyl)-benzonitrile 3-Trifluoromethylpyridine 4-Methylbenzotrifluoride 1,4-Bis(trifluoromethyl)-benzene 3-Chloro-2-(trifluoromethyl)-pyridine
4-(DIMETHYLAMINO)PHENYL ISOTHIOCYANATE Trifluoromethanesulfonic acid difluoromethyl ester (TrifluoroMethyl)tris(triphenylphosphine)copper(I)
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(Trifluoromethyl)trimethylsilane Suppliers

Global( 458)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
BTC pharm India +918790379245 AndhraPradesh, India 1269 58 Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
P.C. Chem India 08046049725 Mumbai, India 134 58 Inquiry
VASIN BIO LIFE SCIENCES PVT LTD 9491644688 Hyderabad, India 2096 58 Inquiry
ASM Organics 91-9866122393 Andhra Pradesh, India 1188 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Anand Agencies 91-20-24454597 Maharashtra, India 2337 58 Inquiry
Supplier Advantage
BTC pharm India 58
JSK Chemicals 58
P.C. Chem India 58
VASIN BIO LIFE SCIENCES PVT LTD 58
ASM Organics 58
CLEARSYNTH LABS LTD. 58
A.J Chemicals 58
TCI Chemicals (India) Pvt. Ltd. 58
Alfa Aesar 58
Anand Agencies 58

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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 (Trifuoromethyl)trimethmethylsilane 81290-20-2 81920-20-2 481290-20-2 C4H9F3Si CF3SiCH33 C4F3H9Si