TAS-F

TAS-F Basic information
Product Name:TAS-F
Synonyms:TRIS(DIMETHYLAMINO)SULFUR(TRIMETHYLSILYL)DIFLUORIDE, tech-95;Tris(dimethylamino)sulphonium difluoro(trimethyl)silicate, tech;Tris(dimethylamino)sulphur trimethylsilyl difluoride, TAS-F;Tris(diMethylaMino)sulfoniuM difluorotriMethylsilicate technical grade;TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE, PRACT.;TAS-F, TASF, Tris(dimethylamino)sulfur trimethylsilyl difluoride;Tris(dimethylamino)sulfonium;Tris(dimethylamino)sulfonium trimethylsilyldifluoride
CAS:59218-87-0
MF:C9H24F2N3SSi
MW:272.45
EINECS:
Product Categories:
Mol File:59218-87-0.mol
TAS-F Structure
TAS-F Chemical Properties
storage temp. 2-8°C
solubility R = Me, sol MeCN, pyridine, benzonitrile; partially sol THF. R = Et, sol THF, MeCN. Both react slowly with MeCN.
form powder
color White to off-white
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
Sensitive Moisture Sensitive
BRN 3577020
Safety Information
Hazard Codes C
Risk Statements 14-34-37
Safety Statements 26-36/37/39-45
RIDADR UN 3261 8/PG 2
WGK Germany 3
3-10-21
Hazard Note Corrosive/Moisture Sensitive
TSCA No
HazardClass 8
PackingGroup II
HS Code 2931900090
MSDS Information
ProviderLanguage
SigmaAldrich English
TAS-F Usage And Synthesis
Physical propertiesR = Me, mp 98–101 °C; R = Et, mp 90–95 °C.
UsesTris(dimethylamino)sulfonium Difluorotrimethylsilicate is used in anhydrous fluoride ion source; synthesis of C–F compounds by nucleophilic displacement of sulfonates;promoter for electrophilic reactions of silyl enolates of ketones and esters; source of sulfonium cation capable of stabilizing or imparting high nucleophilic reactivity to other anions; activator of vinylsilanes in Pd-catalyzed cross-coupling reactions; also used for generation8 and reactions of α- and β-halo carbanions; hydrosilylation and cyanomethylation of ketones.
UsesTris(dimethylamino)sulfonium difluorotrimethylsilicate (TASF2SiMe3) can be used as a mild deprotecting reagent for the cleavage of silicon protecting groups.
It can also be used
  • To synthesize deoxyfluoro sugars by reacting with trifluoromethanesulfonyl derivatives of partially protected sugars.
  • As a reagent for the fluorination of hydroxyl-containing compounds.
PreparationThe methyl derivative is prepared by the reaction of dimethylaminotrimethylsilane and sulfur tetra- fluoride at ?70°C to rt in ether; the precipitated solid is filtered off.1a The ethyl derivative is best prepared by the reaction of N,N-diethylaminosulfur trifluoride (DAST) and diethylaminotrimethylsilane.
General DescriptionTris(dimethylamino)sulfonium difluorotrimethylsilicate is widely used in organic synthesis as a source of fluoride ion for the synthesis of fluorinated compounds by C-F bond formation. It is also used as a reagent in hydrosilylation, cyanomethylation of ketones and Pd-catalyzed cross-coupling reactions.
TAS-F Preparation Products And Raw materials
TRIS(HYDROXYPROPYL)PHOSPHINE 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER 1,32-dotriacontanedioic acid TAS:1H-1,2,3-TRIAZOLE-4-THIOL SODIUM SALT TAS 103 METHYLDIFLUOROSILANE TAS-F TAS DIMETHYLFLUOROSILANE DIMETHYLDIFLUOROSILANE Tantalum sulfide D-α-Tocopherol succinate Trimethylfluorosilane TAS-301 1H-1,2,3-TRIAZOLE-4-THIOL SODIUM SALT/TAS

Email:[email protected] [email protected]
Copyright © 2025 Mywellwork.com All rights reserved.