ChemicalBook > CAS DataBase List > TAS-F

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
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
Apolloscientific
Product number
PC7880
Product name
Tris(dimethylamino)sulphoniumdifluoro(trimethyl)silicate
Packaging
1g
Price
$169
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

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
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94657
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
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64
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
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Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
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parabiochem
Tel
025-83453382-8005
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025-83453382
Email
sale@parabiochem.com
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China
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9595
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Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
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Suzhou Siso new material Co.,Ltd.
Tel
0512-65402974 18550909935;
Fax
0512-67544899
Email
siso03@126.com
Country
China
ProdList
1902
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59218-87-0, TAS-FRelated Search:


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