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574074

Sigma-Aldrich

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

97%

Synonym(s):

1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, 1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride, 2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride

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About This Item

Empirical Formula (Hill Notation):
C27H37ClN2
CAS Number:
250285-32-6
Molecular Weight:
425.05
MDL number:
MFCD02684545
UNSPSC Code:
12352005
PubChem Substance ID:
24880705
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: ligand

mp

278 °C (dec.) (lit.)

SMILES string

[Cl-].CC(C)c1cccc(C(C)C)c1-n2cc[n+](c2)-c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H37N2.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;/h9-21H,1-8H3;1H/q+1;/p-1

InChI key

AVJBQMXODCVJCJ-UHFFFAOYSA-M

Related Categories

Application

Used with palladium acetate to generate an N-heterocyclic carbene catalyst for carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

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Description
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Signal Word

Danger

Hazard Statements

H300,H318,H335,H410

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

574074-500MG:
574074-2G:
574074-VAR:
574074-BULK:

Certificates of Analysis (COA)

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Tetrahedron, 63, 682-682 (2007)

Articles

Greener Methods: Catalytic Amide Bond Formation

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N-Heterocyclic Carbene (NHC) Ligands

Emerging class of privileged ligands

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