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141556-45-8 - 1,3-Dimesitylimidazolium chloride, 96% - 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride - H27535 - Alfa Aesar

H27535 1,3-Dimesitylimidazolium chloride, 96%

CAS 번호
141556-45-8
동의어
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

사이즈 가격 ($) 수량 재고 여부
1g 60.90
5g 230.00
장바구니에 추가 대량 견적에 추가 항목 보기

1,3-Dimesitylimidazolium chloride, 96%

MDL
MFCD02684541

화학적 특성

화학식
C21H25ClN2
화학 식량
340.89
융점
>300°
용해도
Slightly soluble in water.

용도

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.

참고

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

참조 문헌

Colin D Abernethy, et al. Reaction of nickelocene with 1,3-dimesitylimidazolium chloride.J. Organomet. Chem.,2000,596(1-2), 3-5.

Ralf Jackstell, et al. Efficient telomerization of 1,3-butadiene with alcohols in the presence of in situ generated palladium(0)carbene complexes.J. Mol. Catal. A: Chem.,2002,185(1-2), 105-112.

In the presence of a base such as KO-t-Bu, generates the imidazol-2-ylidene, an example of an N-heterocyclic carbene (NHC). NHCs are relatively strong bases, and valuable replacements for phosphine ligands in transition metal chemistry. They are relatively stable to dimerization, but sensitive to air and moisture, so are best generated in situ. Review: Angew. Chem. Int. Ed., 36, 2163 (1997). For a review of stable carbenes, see: Chem. Rev., 100, 39 (2000).

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), see: J. Am. Chem. Soc., 121, 9889 (1999). 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, see: J. Org. Chem., 64, 3804 (1999); J. Organomet. Chem., 595, 186 (2000); Tetrahedron Lett., 45, 3511 (2004). Has been found to give superior results to phosphines in the coupling of sulfonyl chlorides with boronic acids: Org. Lett., 6, 95 (2004).

The carbene has also been reported to be an excellent nucleophilic catalyst in transesterification reactions, milder, more selective and more active than conventional systems: Org. Lett., 4, 3583, 3587 (2002).

See also 1,3-Bis(2,6-diisopropyl­phenyl)­imidazolium chloride, H27150.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

주의 설명서: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

통합 관세 코드
2933.29
TSCA(독성물질규제법)"
No

권장

최근에 본 것

화학물질

화학물질

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