Tris(dimethylamino)sulfonium difluorotrimethylsilicate

HCID 9795567

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Grundinformationen

CAS: 59218-87-0
Standard-SMILES: CN(C)[S+](N(C)C)N(C)C.C[Si-](C)(C)(F)F
InChIKey: JMGVTLYEFSBAGJ-UHFFFAOYSA-N
Summenformel: C9H27F2N3SSi
Durchschnittliche Molmasse: 275,48 g/mol
Monoisotopische Masse: 275,16630183

Überblick

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Namen und Bezeichner

Bevorzugter Name: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
IUPAC: difluoro(trimethyl)silanuide;tris(dimethylamino)sulfanium
Englischer Name: TAS-F
Summenformel: C9H24F2N3SSi
Molmasse: 272.45

Namen und Synonyme

Tris(dimethylamino)sulfonium difluorotrimethylsilicateRefChem:900292628-128-859218-87-0TASFTASF REAGENTdifluorotrimethylsilanuide; tris(dimethylamino)sulfaniumMFCD00012170TAS-Fdifluoro(trimethyl)silanuide;tris(dimethylamino)sulfaniumdifluorotrimethylsilanuide; tasf reagentC9H27F2N3SSi

Weitere Namen anzeigen

Tris(dimethylamino)sulfoniumTRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDEtris(dimethylamino)sulfaniumTris(dimethylamino)(trimethylsilyl)sulfurTRIS(DIMETHYLAMINO)SULFUR TRIMETHYLSILY DIFLUORIDETRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULFUR DIFLUORIDE

Tris(dimethylamino)sulphur trimethylsilyl difluorideSCHEMBL29353827Tris(dimethylamino)sulphonium difluoro(trimethyl)silicateDTXSID50430833FT58199CS-0130246Q4383677Tris(dimethylamino)sulfonium trimethylsilyldifluoride

Datenbank-Bezeichner

CAS: 59218-87-0
PubChem CID: 9795567
DTXSID: DTXSID50430833
EC Number: 628-128-8

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 10,7 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 3
Schwere Atome: 16
Formalladung: 0
Komplexität: 129

Physikochemische Eigenschaften

storage temp.: 2 · 2-8°C
Löslichkeit: R = Me, sol MeCN, pyridine, benzonitrile; partially sol THF. R = Et, sol THF, MeCN. Both react slowly with MeCN.
Aggregatzustand: powder
Farbe: White to off-white
BRN: 3577020 · 3577020
InChI: 1S/C6H18N3S.C3H9F2Si/c1-7(2)10(8(3)4)9(5)6;1-6(2,3,4)5/h1-6H3;1-3H3/q+1;-1
InChIKey: JMGVTLYEFSBAGJ-UHFFFAOYSA-N
SMILES: C[Si-](C)(C)(F)F.CN(C)[S+](N(C)C)N(C)C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Sicherheitsdaten

F: 3-10-21
wgk: 3
tsca: No
ridadr: UN 3261 8/PG 2
hs_code: 2931900090
risk_code: 14-34-37
hazard_code: C
hazard_note: Corrosive/Moisture Sensitive
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: II
Speicherklasse: 8A - Combustible corrosive hazardous materials
Hazard Classifications: Skin Corr. 1B

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenTris(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.

Darstellung · 1 Eintrag

synthetischeThe 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.