TAS-F
- Product Name
- TAS-F
- CAS No.
- 59218-87-0
- Chemical Name
- TAS-F
- Synonyms
- Tris(dimethylamino)sulfonium;TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE;TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE;TAS-F;tris(dimethylamino)sulfanium;Tris(dimethylamino)(trimethylsilyl)sulfur;TRIS(DIMETHYLAMINO)SULFUR TRIMETHYLSILY DIFLUORIDE;TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULFUR DIFLUORIDE;Tris(dimethylamino)sulfonium trimethylsilyldifluoride;TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULPHUR DIFLUORIDE
- CBNumber
- CB3400719
- Molecular Formula
- C9H24F2N3SSi
- Formula Weight
- 272.45
- MOL File
- 59218-87-0.mol
TAS-F Property
- 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
- Sensitive
- Moisture Sensitive
- Hydrolytic Sensitivity
- 8: reacts rapidly with moisture, water, protic solvents
- BRN
- 3577020
Safety
- Hazard Codes
- C
- Risk Statements
- 14-34-37
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- F
- 3-10-21
- Hazard Note
- Corrosive/Moisture Sensitive
- TSCA
- No
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 250600
- Product name
- Tris(dimethylamino)sulfonium difluorotrimethylsilicate
- Purity
- technical grade
- Packaging
- 1g
- Price
- $136
- Updated
- 2024/03/01
- Product number
- 250600
- Product name
- Tris(dimethylamino)sulfonium difluorotrimethylsilicate
- Purity
- technical grade
- Packaging
- 5g
- Price
- $429
- Updated
- 2024/03/01
- Product number
- 250600
- Product name
- Tris(dimethylamino)sulfonium difluorotrimethylsilicate
- Purity
- technical grade
- Packaging
- 250mg
- Price
- $74.5
- Updated
- 2023/06/20
- Product number
- T884540
- Product name
- Tris(dimethylamino)sulfonium difluorotrimethylsilicate
- Packaging
- 25mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- PC7880
- Product name
- Tris(dimethylamino)sulphoniumdifluoro(trimethyl)silicate
- Packaging
- 1g
- Price
- $169
- Updated
- 2021/12/16
TAS-F Chemical Properties,Usage,Production
Physical properties
R = Me, mp 98–101 °C; R = Et, mp 90–95 °C.
Uses
Tris(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.
Uses
Tris(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.
Preparation
The 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 Description
Tris(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
Raw materials
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