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Structure

T-Butyldimethylsilyltrifluoromethanesulfonate

CAS
69739-34-0
Catalog Number
ACM69739340
Category
Other Organosilicon
Molecular Weight
264.33 g/mol
Molecular Formula
C7H15F3O3SSi

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Specification

Synonyms
[tert-butyl(dimethyl)silyl] trifluoromethanesulfonate;
IUPAC Name
[tert-butyl(dimethyl)silyl]trifluoromethanesulfonate
Canonical SMILES
CC(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
InChI Key
WLLIXJBWWFGEHT-UHFFFAOYSA-N
Boiling Point
65-67ºC (12 mmHg)
Flash Point
36ºC
Density
1.15
Appearance
Transparent liquid
Application
T-Butyldimethylsilyltrifluoromethanesulfonate serves as a versatile and highly reactive silylating agent and Lewis acid Its primary purpose is to facilitate the conversion of primary secondary and tertiary alcohols into their corresponding TBDMS ethers Additionally it is employed to transform ketones and lactones into enol silyl ethers This compound plays a significant role in promoting the conjugate addition of alkynylzinc compounds and triphenylphosphine to αβ-enones as well as in the activation of chromones for [4 + 2] cycloaddition reactions It is instrumental in the rearrangement of allylic tributylstannyl silyl ethers and activates pyridine rings for reactions with Grignard reagents Moreover it facilitates the transalkylation of tertiary amine N-oxides and aids in transforming N-t-butoxycarbonyl groups into N-alkoxycarbonyl groups T-Butyldimethylsilyltrifluoromethanesulfonate is essential in introducing a bulky tert-butyl dimethylsilyl group onto cis-bis(alkenyl)oxirane for Cope rearrangements enhances the chalcogenide-Morita-Baylis-Hillman reaction and is widely used for preparing enol silyl ethers from ketones and lactones
EC Number
274-102-0
Exact Mass
264.04600
Hazard Statements
C:Corrosive;
Packaging
10 g; 100 g;
Packing Group
III
Safety Description
S16-S25-S36/37/39-S45
Stability
Stable under normal temperatures and pressures.
WGK Germany
3
What is the PubChem CID of t-Butyldimethylsilyltrifluoromethanesulfonate?

The PubChem CID of t-Butyldimethylsilyltrifluoromethanesulfonate is 123564.

What is the molecular formula of t-Butyldimethylsilyltrifluoromethanesulfonate?

The molecular formula of t-Butyldimethylsilyltrifluoromethanesulfonate is C7H15F3O3SSi.

What is the molecular weight of t-Butyldimethylsilyltrifluoromethanesulfonate?

The molecular weight of t-Butyldimethylsilyltrifluoromethanesulfonate is 264.34 g/mol.

What is the IUPAC name of t-Butyldimethylsilyltrifluoromethanesulfonate?

The IUPAC name of t-Butyldimethylsilyltrifluoromethanesulfonate is [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate.

What is the InChI of t-Butyldimethylsilyltrifluoromethanesulfonate?

The InChI of t-Butyldimethylsilyltrifluoromethanesulfonate is InChI=1S/C7H15F3O3SSi/c1-6(2,3)15(4,5)13-14(11,12)7(8,9)10/h1-5H3.

What is the InChIKey of t-Butyldimethylsilyltrifluoromethanesulfonate?

The InChIKey of t-Butyldimethylsilyltrifluoromethanesulfonate is WLLIXJBWWFGEHT-UHFFFAOYSA-N.

What are the synonyms of t-Butyldimethylsilyltrifluoromethanesulfonate?

The synonyms of t-Butyldimethylsilyltrifluoromethanesulfonate are 69739-34-0, Tert-butyldimethylsilyl trifluoromethanesulfonate, Trifluoromethanesulfonic Acid tert-Butyldimethylsilyl Ester, TBDMS triflate, and t-Butyldimethylsilyl triflate.

What is the CAS number of t-Butyldimethylsilyltrifluoromethanesulfonate?

The CAS number of t-Butyldimethylsilyltrifluoromethanesulfonate is 69739-34-0.

Is t-Butyldimethylsilyltrifluoromethanesulfonate a covalently-bonded unit?

Yes, t-Butyldimethylsilyltrifluoromethanesulfonate is a covalently-bonded unit.

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