1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 구조식 이미지
카스 번호:
141556-45-8
상품명:
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
동의어(영문):
IMes.HCl;IMESCL;1,3-DiMesityl-1H-iMidazol-3-iuM chloride;1,3-Bis(mesityl)imidazolium chloride;1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM CHLORIDE;1,3-Bisimidazolium chloride;1,3-DIMESITYLIMIDAZOLIUM CHLORIDE;1,3-DimesitylimidazoliumChloride>1,3-Dimesitylimidazoliumchloride,96%;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLI&
CBNumber:
CB5707153
분자식:
C21H25ClN2
포뮬러 무게:
340.89
MOL 파일:
141556-45-8.mol
MSDS 파일:
SDS

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 속성

녹는점
>300 °C (lit.)
끓는 점
499.2°C (rough estimate)
밀도
1.0279 (rough estimate)
굴절률
1.5940 (estimate)
저장 조건
under inert gas (nitrogen or Argon) at 2–8 °C
물리적 상태
가루
색상
미색부터 베이지까지
수용성
물에 약간 용해됩니다.
InChIKey
OTOSIXGMLYKKOW-UHFFFAOYSA-M
CAS 데이터베이스
141556-45-8(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36
WGK 독일 3
TSCA No
HS 번호 29332900
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
1
2 0

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride C화학적 특성, 용도, 생산

화학적 성질

off-white to beige powder

용도

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

제조 방법

In a flask, the imine(3 g, 10 mmol) was dissolved in tetrahydrofuran(25 ml), followed by dropwise addition of chloromethyl ethyl ether(1.04 g, 11 mmol). the mixture was stirred under N2 at 40 °C for 18 h, and then ethyl ether(25 ml) was added to separate white solid. The solid was filtered and washed with ethyl ether. Finally, the white solid was dried under vacuum affording 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride.
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

화학 반응

Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.
(c) Ruthenium-carbene catalysts for ring-closing metathesis.
(d) Suzuki coupling of aryltrimethylammonium salts.
(e) Sonogashira coupling of aryl bromides.
Precursor to a nucleophilic carbene that serves as catalyst.
Ligand for arylation of aldehydes.
Ligand for carbene catalyzed intermolecular arylation of C-H bonds.
Catalyst for boron conjugate additions to cyclic and acyclic α,β-unsaturated carbonyls.
Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.
Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 준비 용품 및 원자재

원자재

준비 용품


1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 공급 업체

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