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

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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

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 250600
Product name: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
Purity: technical grade
Packaging: 1g
Price: $136
Updated: 2024/03/01

Sigma-Aldrich

Product number: 250600
Product name: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
Purity: technical grade
Packaging: 5g
Price: $429
Updated: 2024/03/01

Sigma-Aldrich

Product number: 250600
Product name: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
Purity: technical grade
Packaging: 250mg
Price: $74.5
Updated: 2023/06/20

TRC

Product number: T884540
Product name: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
Packaging: 25mg
Price: $140
Updated: 2021/12/16

SynQuest Laboratories

Product number: 7181-3-01
Product name: Tris(dimethylamino)sulfur(trimethylsilyl)difluoride,Pract.
Purity: 90%
Packaging: 250mg
Price: $25
Updated: 2021/12/16

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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

Preparation Products

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TAS-F Suppliers

China 31 France 1 Germany 2 Singapore 1 Switzerland 1 United Kingdom 2 United States 10 Global 48

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TAS-F

TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE

TRIS(DIMETHYLAMINO)SULFUR TRIMETHYLSILY DIFLUORIDE

TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE

TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULFUR DIFLUORIDE

TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULPHUR DIFLUORIDE

Tris(dimethylamino)(trimethylsilyl)sulphur difluoride, tech

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Tris(dimethylamino)(trimethylsilyl)sulfur

Sulfiliminium, S,S-bis(dimethylamino)-N,N-dimethyl-, difluorotrimethylsilicate(1-)

ifluoro(trimethyl)silanuide,tris(dimethylamino)sulfanium

Tris(dimethylamino)sulfonium difluorotrimethylsilicate(IV)

tris(dimethylamino)sulfanium

difluoro(trimethyl)silanuide,tris(dimethylamino)sulfanium

59218-87-0

CH32N3SCH33SiF2

C9H27F2N3SSi

C6H18N3SC3H9F2Si

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Reduction

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