Tris(dimethylamino)sulfonium difluorotrimethylsilicate

HCID 9795567

노트 반응

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기본 정보

CAS: 59218-87-0
표준 SMILES: CN(C)[S+](N(C)C)N(C)C.C[Si-](C)(C)(F)F
InChIKey: JMGVTLYEFSBAGJ-UHFFFAOYSA-N
분자식: C9H27F2N3SSi
평균 분자량: 275.48 g/mol
단동위원소 질량: 275.16630183

개요

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이름 및 식별자

우선 이름: Tris(dimethylamino)sulfonium difluorotrimethylsilicate
IUPAC: difluoro(trimethyl)silanuide;tris(dimethylamino)sulfanium
영어명: TAS-F
분자식: C9H24F2N3SSi
분자량: 272.45

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

극성 표면적: 10.7 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 6
회전 가능 결합 수: 3
무거운 원자 수: 16
형식 전하: 0
복잡도: 129

물리화학적 성질

저장 조건: 2 · 2-8°C
용해도: R = Me, sol MeCN, pyridine, benzonitrile; partially sol THF. R = Et, sol THF, MeCN. Both react slowly with MeCN.
물리적 상태: 가루
색상: 흰색에서 황백색까지
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

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

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

안전 데이터

wgk: 3
tsca: No
ridadr: UN 3261 8/PG 2
HS 번호: 2931900090
risk_code: 14-34-37
hazard_code: C
safety_code: 26-36/37/39-45
포장분류: II
위험 등급: 8
F 고인화성물질: 3-10-21
위험 참고 사항: Corrosive/Moisture Sensitive
Hazard Classifications: Skin Corr. 1B
스토리지 클래스: 8A - Combustible corrosive hazardous materials

화학 및 산업

응용 분야 · 2건

용도Tris(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.

일반 설명Tris(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.

제조 방법 · 1건

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.