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
More
Less

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
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

More
Less

TAS-F Suppliers

China 31 France 1 Germany 2 Singapore 1 Switzerland 1 United Kingdom 2 United States 10 Global 48
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52925
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Gelest, Inc.
Tel
--
Fax
--
Email
info@gelest.com
Country
United States
ProdList
3973
Advantage
84
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
United Chemical Technologies, Inc.
Tel
--
Fax
--
Email
info@unitedchem.com
Country
United States
ProdList
540
Advantage
65
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69

59218-87-0, TAS-FRelated Search:

1,32-dotriacontanedioic acid 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER TRIS(HYDROXYPROPYL)PHOSPHINE TAS:1H-1,2,3-TRIAZOLE-4-THIOL SODIUM SALT Tantalum sulfide TAS-301 TAS D-α-Tocopherol succinate 1H-1,2,3-TRIAZOLE-4-THIOL SODIUM SALT/TAS TAS 103 DIMETHYLFLUOROSILANE METHYLDIFLUOROSILANE Trimethylfluorosilane TAS-F DIMETHYLDIFLUOROSILANE

  • 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
  • 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
  • TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYL-SIL YL)DIFLUORIDE, TECH.
  • TRIS(DIMETHYLAMINO)SULFUR(TRIMETHYLSILYL)DIFLUORIDE 95%
  • 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
  • Others
  • Reduction
  • Organic Building Blocks
  • Sulfur Compounds
  • Synthetic Reagents
  • Sulfonium/Sulfoxonium Compounds
  • Building Blocks