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Merck
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주요 문서

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656623

Sigma-Aldrich

1,3-Bis-(2,6-diisopropylphenyl)imidazolinium chloride

97%

동의어(들):

N,N′-(2,6-Diisopropylphenyl)dihydroimidazolium chloride

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C27H39ClN2
CAS Number:
258278-25-0
Molecular Weight:
427.06
MDL number:
MFCD07369796
UNSPSC 코드:
12352005
PubChem Substance ID:
24884212
NACRES:
NA.22

분석

97%

양식

solid

반응 적합성

reagent type: ligand

mp

289-293 °C (lit.)

SMILES string

[Cl-].CC(C)c1cccc(C(C)C)c1N2CC[N+](=C2)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H39N2.ClH/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;/h9-14,17-21H,15-16H2,1-8H3;1H/q+1;/p-1

InChI key

LWPXTYZKAWSRIP-UHFFFAOYSA-M

관련 카테고리

애플리케이션

N-Heterocyclic Carbene Ligands
The palladium/1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride (IPr·HCl) system can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.
Used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.
Used in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
MKCN0174
MKCH7463
MKCB3838
MKBV9204V
MKBP0376V

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Li Wang et al.
Organic letters, 11(4), 891-893 (2009-02-10)
Imidazolinium-derived carbenes catalyze the ring-expansion lactonization of oxacycloalkane-2-carboxaldehydes. A variety of functionalized five-, six-, and seven-membered lactones can be formed efficiently under mild reaction conditions. The success of this new method for the construction of lactones is highly influenced by
Suzuki?Miyaura cross-coupling of aryl and alkyl halides using palladium/imidazolium salt protocols.
Arentsen K, et al.
Tetrahedron Letters, 45(17), 3511-3515 (2004)
Synlett, 366-366 (2006)
Palladium-(N-heterocyclic carbene) hydrogenation catalysts.
Jeroen W Sprengers et al.
Angewandte Chemie (International ed. in English), 44(13), 2026-2029 (2005-02-24)
Merritt B Andrus et al.
Organic letters, 4(12), 2079-2082 (2002-06-07)
[reaction: see text] Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving

문서

N-Heterocyclic Carbene Ligands

A wide range of NHC ligands are commonly available which exhibit high activities.

N-Heterocyclic Carbene (NHC) Ligands

Rapid progress in cross-coupling reactions of unactivated substrates catalyzed by metal complexes has transformed the chemical market-place through introduction of an extensive library of achiral and chiral phosphine ligands.

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