(Trifluoromethyl)trimethylsilane
![(Trifluoromethyl)trimethylsilane Structure](CAS/GIF/81290-20-2.gif)
- 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
Boiling point | 54-55 °C (lit.) |
---|---|
Density | 0.962 g/mL at 20 °C (lit.) |
vapor pressure | 10.98 psi ( 55 °C) |
refractive index |
n |
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 |
|
(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 |
(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
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chevron_rightSupplier | 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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