1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물

한글명:1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물

카스 번호141556-45-8

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

CBNumberCB5707153

분자식C21H25ClN2

포뮬러 무게340.89

MOL 파일141556-45-8.mol

동의어(한글)

1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물

화학적 성질

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)

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

36/37/38

안전지침서

26-36

WGK 독일

TSCA

HS 번호

29332900

NFPA 704:

	1
2		0

그림문자(GHS)

1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물 화학적 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.
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.

1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물 준비 용품 및 원자재

1,3-BIS(2,4,6-트리메틸페닐)이미다졸륨염화물 공급 업체

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