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Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester

CAS No.
69739-34-0
Chemical Name:
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
Synonyms
TBS-OTF;tbdms-otf;TERT-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE;TERT-BUTYLDIMETHYLSILYL TRIFLATE;TBDMS TRIFLATE;TBS Triflate;tert-butyldimethylsilyl ester;TBMDS-OTF;t-Butyldimethylsilyl triflate;T-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE
CBNumber:
CB5192348
Molecular Formula:
C7H15F3O3SSi
Molecular Weight:
264.34
MDL Number:
MFCD00000405
MOL File:
69739-34-0.mol
MSDS File:
SDS
Last updated:2024-12-11 16:58:07

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Properties

Melting point <0°C
Boiling point 65-67 °C12 mm Hg(lit.)
Density 1.151 g/mL at 25 °C(lit.)
refractive index n20/D 1.385(lit.)
Flash point 98 °F
storage temp. 2-8°C
solubility Slightly miscible with chloroform.
form Fuming Liquid
Specific Gravity 1.151
color Clear colorless to yellow
Water Solubility DECOMPOSES
Sensitive Moisture Sensitive
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 2370068
Stability Moisture Sensitive
InChIKey WLLIXJBWWFGEHT-UHFFFAOYSA-N
CAS DataBase Reference 69739-34-0(CAS DataBase Reference)
FDA UNII EE45S257MT
NIST Chemistry Reference Tert-butyldimethylsilyl trifluoromethanesulfonate(69739-34-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H226-H314-H335
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
Hazard Codes  C,F
Risk Statements  10-34-37
Safety Statements  26-36/37/39-45-25-16
RIDADR  UN 2920 8/PG 2
WGK Germany  3
10-21
Hazard Note  Flammable/Corrosive
TSCA  No
HazardClass  3
PackingGroup  III
HS Code  29310095
NFPA 704
2
3 0

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 226149 tert-Butyldimethylsilyl trifluoromethanesulfonate reagent grade, 98% 69739-34-0 1g $38.8 2024-03-01 Buy
Sigma-Aldrich 226149 tert-Butyldimethylsilyl trifluoromethanesulfonate reagent grade, 98% 69739-34-0 5g $91.8 2024-03-01 Buy
Sigma-Aldrich 8.18313 tert-Butyldimethylsilyl trifluoromethanesulfonate for synthesis 69739-34-0 25mL $372 2024-03-01 Buy
TCI Chemical T1525 tert-Butyldimethylsilyl Trifluoromethanesulfonate >98.0%(T) 69739-34-0 5g $70 2024-03-01 Buy
TCI Chemical T1525 tert-Butyldimethylsilyl Trifluoromethanesulfonate >98.0%(T) 69739-34-0 25g $211 2024-03-01 Buy
Product number Packaging Price Buy
226149 1g $38.8 Buy
226149 5g $91.8 Buy
8.18313 25mL $372 Buy
T1525 5g $70 Buy
T1525 25g $211 Buy

Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester Chemical Properties,Uses,Production

Chemical Properties

clear colorless to yellow fuming liquid

Physical properties

bp 60°C/7 mmHg; colorless oil, d 1.151 g cm?3. Solubility: sol most organic solvents such as pentane, CH2Cl2, etc.

Uses

tert-Butyldimethylsilyl trifluoromethanesulfonate is involved in the introduction of a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane used in Cope rearrangement. It is associated with a thiolane and promotes the chalcogenide-Morita-Baylis-Hillman reaction. Further, it is used as a highly reactive silylating agent. In addition to this, it is used to prepare enol silyl ethers by reacting with ketones and lactones.

Uses

t-Butyldimethylsilyl Trifluoromethanesulfonate is used as a highly reactive silylating agent and Lewis acid capable of converting primary, secondary, and tertiary alcohols1b to the corresponding TBDMS ethers, and converting ketones and lactones, into their enol silyl ethers; promoting conjugate addition of alkynylzinc compounds and triphenylphosphine5 to α,β-enones; activation of chromones in [4 + 2] cycloaddition reactions;rearrangement of allylic tributylstannyl silyl ethers; activation of pyridine rings toward Grignard reagents and transalkylation of tertiary amine N-oxides;and transformation of N-t-butoxycarbonyl groups into N-alkoxycarbonyl groups.

Uses

TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is a highly reactive silylating agent and lewis acid capable of converting primary, secondary and tertiary alcohols to their respectctive TBDMS. TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is also used to covert ketones and lactones into their enol silyl ethers.

Preparation

to 24 g (0.16 mol) of t-butyldimethylchlorosilane at 23°C under argon is added 14 mL (0.16 mol) of trifluoromethanesulfonic acid dropwise. The solution is heated at 60°C for 10 h, at which time no further hydrogen chloride evolves (removed through a bubbler). The resulting product is distilled under reduced pressure: 34 g (80% yield) of TBDMS triflate; bp 60°C/7 mmHg.

Global( 435)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Yanxi Chemical Co., Ltd.
+8617531153977 allison@yan-xi.com China 5857 58
Hebei Weibang Biotechnology Co., Ltd
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airuikechemical co., ltd.
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025-83697070 product@chemlin.com.cn CHINA 3009 60
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ATK CHEMICAL COMPANY LIMITED
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View Lastest Price from Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester pictures 2025-01-03 Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
69739-34-0
US $10.00 / kg 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester pictures 2024-12-24 Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
69739-34-0
US $0.00-0.00 / Kg 1Kg 99.99% 20 tons airuikechemical co., ltd.
Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester pictures 2024-10-31 Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester
69739-34-0
US $30.00-10.00 / KG 50KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Methanesulfonic acid, trifluoro-, (1,1-dimethylethyl)dimethylsilyl ester t-butyldimethylsilyltrifluormethansulfonate t-Butylmethylsilyl triflate TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester SILANE TBM2 TRIFLATE Silane TBM2 triflate, TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester (R)-4-isopropyl-5,5-diphenyloxazolidine-2-thione Methanesulfonic acid, trifluoro-, (1,1-diMethylethyl)diMethylsilyl ester (9CI) tert-ButyldiMethylsilyl trifluoroMethanesulfonate reagent grade, 98% Methanesulfonic acid, 1,1,1-trifluoro-, (1,1-dimethylethyl)dimethylsilyl ester tert-Butyldimethyl(trifluoromethylsulfonyloxy)silane tert-Butyldimethylsilyl trifluoromethanesulfonate,98% BUTYLDIMETHYLSILYLTRIFLUOROMETHANESULFONATE tert-Butyldimethylsilyl trifluoromethanesulphonateTBDMS triflate tert-Butyldimethylsilyl trifluoromethanesulphonate 97+% tert-ButyldiMethylsilyl trifluoroMethanesulfonate, 98% 5ML (1,1-DiMethylethyl)diMethylsilyl TrifluoroMethanesulfonate tert-ButyldiM TrifluoroMethanesulfonic Acid (1,1-DiMethylethyl)diMethylsilyl ester tert-Butyldimethylsilyl Triflate TBDMS Triflate Trifluoromethanesulfonic Acid tert-Butyldimethylsilyl Ester T-BUTYLDIMETHYLSILYLTRIFLUOROMETHANE-SULPHONATE TERT-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULPHONATE TRIFLUOROMETHANESULFONIC ACID TERT-BUTYLDIMETHYLSILYL ESTER tert-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE 98% tert-Butyldimethylsilyl trifluoromethane tert-Butyldimethylsilyl trifluoromethanesulphonate 98% tert-Butyldimethylsilyltrifluoromethanesulphonate98% tert-Buthyldimethylsilyl trifluoromethane sulfonate TRIFLUOROMETHANESULFONIC ACID*T-BUTYLDIM ETHYLSILYL t-Butyldimethylsilyltrifluoromethanesulfonate,98% ert-Butyldimethylsilyl Trifluoromethanesulfonate tert-Butyldimethylsilyl trifluoromethanesulfonate 1,1,1-trifluoro-Methanesulfonic acid (1,1-dimethylethyl)dimethylsilyl ester tert-Butyldimethylsilyl trifluoromethanesulfonate, for synthesis Trifluoromethanesulfonic acid tert-butyldimethylsilyl ester ISO 9001:2015 REACH tert-Butyldimethylsilyl Trifluoromethanesulfonate (TBDMS triflate) extrapure, 98% t-Butyldimethylsilyl triflate T-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE TBDMS TRIFLATE TBMDS-OTF TBS-OTF TERT-BUTYLDIMETHYLSILYL TRIFLATE TERT-BUTYLDIMETHYLSILYL TRIFLUOROMETHANESULFONATE tbdms-otf tert-butyldimethylsilyl ester TBS Triflate (1,1-Dimethylethyl)dimethylsilyl 1,1,1-trifluoromethanesulfonate TERT-BUTYLDIMETHYLSILYL TRIFLUROMETHANESULFONATE(TBDMS-TRIFLATE) ter-Butyldimethylsilyltrifluoromethane sulfonate Tert-butyldimethylsilyl Trifluoromethanesulfonate (Rosuvastatin Intermediate) tert-butyldimethylsilyl trifluromethanesulfonate Everolimus Impurity 40 DKFELEX0082 DKSI129 69739-34-0 69739-37-0 C7H15F3O3SSi CH33SiCH32OSO2CF3