CAS 59218-87-0 Tris(dimethylamino)sulfonium difluorotrimethylsilicate (HCID 9795567)

概要

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名称と識別子

優先名称: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
IUPAC: difluoro(trimethyl)silanuide;tris(dimethylamino)sulfanium
現地名: TAS-F
英語名: TAS-F
分子式: C9H24F2N3SSi
分子量: 272.45

名称と別名

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

名称をさらに表示

ジフルオロトリメチルケイ酸トリス(ジメチルアミノ)スルホニウム[ビス(ジメチルアミノ)ジフルオロ(トリメチルシリル)-λ6-スルファニル]ジメチルアミントリス(ジメチルアミノ)ジフルオロ(トリメチルシリル)硫黄(VI)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

データベース識別子

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

物性

構造計算による物性

極性表面積: 10.7 Å²
水素結合供与体数: 0
水素結合受容体数: 6
回転可能結合数: 3
重原子数: 16
形式電荷: 0
複雑度: 129

物理化学的性質

貯蔵温度: 2 · 2-8°C
溶解性: THFに部分的に溶ける。
外見: powder
色: 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

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

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

安全データ

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
Hazard Classifications: Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

応用分野 · 3 件

用途TASF試薬は無水のフッ化物イオン源として、特に水を嫌う基質に対してシリルエーテルの保護基の除去に用いられる。フッ化物イオンを供給する試薬としては、無機のフッ化物塩やフッ化テトラブチルアンモニウム (TBAF) など多くの化合物が知られているが、「裸の」F -の並外れた塩基性のため、厳密に「無水」であるものはほとんどない。TASFでは、フッ化物イオンは弱ルイス酸のトリメチルシリルフルオリド (FSi(CH3)3) に付加しており、求核性は抑えられている。

使用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.

一般的な説明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.

調製方法 · 1 件

製造方法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.