N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide

Base Information

• Chemical Name: N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide
• CAS No.: 82113-66-4
• Molecular Formula: C5H9 F6 N O4 S2 Si
• Molecular Weight: 353.339
• European Community (EC) Number: 672-648-8
• DSSTox Substance ID: DTXSID70451929
• Nikkaji Number: J882.705B
• Wikidata: Q82272232
• Mol file: 82113-66-4.mol

Synonyms:N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide;82113-66-4;TMS Triflimide;1,1,1-trifluoro-N-(trifluoromethylsulfonyl)-N-trimethylsilylmethanesulfonamide;Tf2NSiMe3;C5H9F6NO4S2Si;SCHEMBL460105;DTXSID70451929;MLIRNWUYOYIGBZ-UHFFFAOYSA-N;MFCD10566930;AKOS037646475;Trimethyl[bis(trifluoromesyl)amino]silane;AS-69066;T2392;T72970;[Bis(trifluoromethanesulfonyl)amino]trimethylsilane;N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide, >/=97%;1,1,1-TRIFLUORO-N-TRIFLUOROMETHANESULFONYL-N-(TRIMETHYLSILYL)METHANESULFONAMIDE

Chemical Property of N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide

Chemical Property:

• Vapor Pressure: 0.046mmHg at 25°C
• Refractive Index: 1.405
• Boiling Point: 115 °C / 2mmHg
• PKA: -26.49±0.70(Predicted)
• Flash Point: 97.1°C
• PSA: 88.28000
• Density: 1.543g/cm³
• LogP: 3.98410
• Storage Temp.: Freezer
• Solubility.: soluble in most common organic solvents, commonly used in dichloromethane, toluene, diethyl ether.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 352.96464562
• Heavy Atom Count: 19
• Complexity: 487

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
• Physical properties: colorless liquid, bp: 115°C(2 Torr).
• Uses: Methanesulfonamide, 1,1,1-Trifluoro- N[(trifluoromethyl)sulfonyl]- N(trimethylsilyl)-? can be used as Lewis acid catalyst for a variety of organic transformations.

Technology Process of N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide

There total 4 articles about N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-methallyltrimethylsilane (18292-38-1) + bis(trifluoromethanesulfonyl)amide (82113-65-3) → trimethylsilyl bis(trifluoromethanesulfonyl)imide (82113-66-4) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In toluene; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1080/10426507.2014.996644

Reference yield:

chloro-trimethyl-silane (75-77-4) + silver(I) triflimide (189114-61-2) → trimethylsilyl bis(trifluoromethanesulfonyl)imide (82113-66-4)

Guidance literature:

for 12h; Inert atmosphere;

DOI:10.1002/anie.200907076

Reference yield:

bis(trifluoromethanesulfonyl)amide (82113-65-3) + allyl-trimethyl-silane (762-72-1) → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + trimethylsilyl bis(trifluoromethanesulfonyl)imide (82113-66-4)

Guidance literature:

In dichloromethane-d2; at -78 ℃;

DOI:10.1016/S0040-4039(98)00394-3

upstream raw materials:

bis(trifluoromethanesulfonyl)amide

allyl-trimethyl-silane

chloro-trimethyl-silane

silver(I) triflimide