82113-66-4 Usage
Description
N-(TRIMETHYLSILYL)BIS(TRIFLUOROMETHANESULFONYL)IMIDE, also known as Methanesulfonamide, 1,1,1-Trifluoro-N[(trifluoromethyl)sulfonyl]-N(trimethylsilyl)-, is a colorless liquid with a boiling point of 115°C at 2 Torr. It is a versatile reagent in organic chemistry, particularly as a Lewis acid catalyst for a variety of organic transformations.
Uses
Used in Organic Chemistry:
N-(TRIMETHYLSILYL)BIS(TRIFLUOROMETHANESULFONYL)IMIDE is used as a Lewis acid catalyst for various organic transformations. Its ability to accept electron pairs and stabilize intermediates makes it a valuable tool in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(TRIMETHYLSILYL)BIS(TRIFLUOROMETHANESULFONYL)IMIDE is used as a catalyst in the synthesis of active pharmaceutical ingredients. Its Lewis acid properties enable the formation of new chemical bonds and facilitate the production of desired compounds with high selectivity and yield.
Used in Material Science:
N-(TRIMETHYLSILYL)BIS(TRIFLUOROMETHANESULFONYL)IMIDE is also employed in material science for the synthesis of advanced materials, such as polymers and composites. Its catalytic properties can be utilized to control the polymerization process and achieve materials with specific properties and applications.
Used in Environmental Applications:
In environmental applications, N-(TRIMETHYLSILYL)BIS(TRIFLUOROMETHANESULFONYL)IMIDE can be used as a catalyst in the degradation of pollutants and contaminants. Its ability to facilitate chemical reactions can help in breaking down harmful substances and reducing their environmental impact.
Preparation
It is easily prepared in situ through protodesilation
by mixing commercially available allyltrimethylsilane
(or any TMS enol ether) and Tf2NH. Originally prepared
by mixing Tf2NH with trimethylsilane at low temperature or
mixing AgNTf2 with TMSCl.
Check Digit Verification of cas no
The CAS Registry Mumber 82113-66-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,2,1,1 and 3 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 82113-66:
(7*8)+(6*2)+(5*1)+(4*1)+(3*3)+(2*6)+(1*6)=104
104 % 10 = 4
So 82113-66-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H9F6NO4S2Si/c1-19(2,3)12(17(13,14)4(6,7)8)18(15,16)5(9,10)11/h1-3H3
82113-66-4Relevant articles and documents
User friendly synthesis of VogelS silyl sulfinate and its application in quantitative Gc-Ms analysis
Novosjolova, Irina,Turks, Maris
, p. 1251 - 1256 (2015/08/18)
The synthesis of trimethylsilyl 2-methylprop-2-ene-1-sulfinate (Vogel's silyl sulfinate) from methallyltrimethylsilane and SO2 in the presence of Tf2NTMS was developed. The title compound silylates carbohydrates and other polyhydroxylated compounds by producing SO2 and isobutene as gaseous side products. This silylation procedure is perfectly suitable for derivatization and subsequent GC-MS quantitative analysis of ribose and malic acid as representatives of organic polyhydroxylated compounds.
A triple-aldol cascade reaction for the rapid assembly of polyketides
Albert, Brian J.,Yamamoto, Hisashi
supporting information; experimental part, p. 2747 - 2749 (2010/07/15)
(Figure Presented) Triple play: The title reaction of 1 with simple aldehydes gives 3,5,7-trisilyloxy aldehydes in high yields and diastereoselectivities with extremely low catalyst loading (see scheme). lodobenzene facil-itates the third aldol reaction by apparently acting as a Lewis base towards the silyl catalyst. Tf=trifluoromethanesulfonyl.
