Difluorotrimethylsilanuide; tris(dimethylamino)sulfanium

Base Information

• Chemical Name: Difluorotrimethylsilanuide; tris(dimethylamino)sulfanium
• CAS No.: 59218-87-0
• Molecular Formula: C6H18N3S+
• Molecular Weight: 275.48
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50430833
• Wikipedia: TASF_reagent
• Wikidata: Q4383677
• Mol file: 59218-87-0.mol

Synonyms:59218-87-0;TAS-F;TASF;difluorotrimethylsilanuide;tris(dimethylamino)sulfanium;difluoro(trimethyl)silanuide;Tris(dimethylamino)sulfur(trimethylsilyl)difluoride;tris(dimethylamino)sulfonium difluorotrimethylsilicate(IV);TASF REAGENT;DTXSID50430833;JMGVTLYEFSBAGJ-UHFFFAOYSA-N;AMY19967;CS-0130246;Q4383677;Tris(dimethylamino)sulphonium difluoro(trimethyl)silicate;Tris(dimethylamino)sulfanium difluoro(trimethyl)silicate(1-);Tris(dimethylamino)sulphonium difluoro(trimethyl)silicate, tech;Tris(dimethylamino)sulfonium difluorotrimethylsilicate, technical grade;Sulfiliminium, S,S-bis(dimethylamino)-N,N-dimethyl-, difluorotrimethylsilicate(1-)

Chemical Property of Difluorotrimethylsilanuide; tris(dimethylamino)sulfanium

Chemical Property:

• PSA: 35.02000
• LogP: 2.24550
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: R = Me, sol MeCN, pyridine, benzonitrile; partially sol THF. R = Et, sol THF, MeCN. Both react slowly with MeCN.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 275.16630191
• Heavy Atom Count: 16
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris(dimethylamino)sulphoniumdifluoro(trimethyl)silicate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)[S+](N(C)C)N(C)C.C[Si-](C)(C)(F)F
• 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. 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.