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574074

Sigma-Aldrich

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

97%

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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
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

Quality Level

200

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tetrahedron, 63, 682-682 (2007)

Articles

Greener Methods: Catalytic Amide Bond Formation

We are proud to offer a number of products used in catalytic amidation technology.

N-Heterocyclic Carbene (NHC) Ligands

Emerging class of privileged ligands

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