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Key Documents

929506

Sigma-Aldrich

ItOct-bimy HCl

≥95%

Synonym(s):

1,3-Bis(2,4,4-trimethylpentan-2-yl)-1H-benzo[d]imidazol-3-ium chloride

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About This Item

Empirical Formula (Hill Notation):
C23H39ClN2
Molecular Weight:
379.02
UNSPSC Code:
12352005
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder

SMILES string

CC(C)(CC(C)(C)C)N1C=[N+](C(C)(CC(C)(C)C)C)C2=C1C=CC=C2.[Cl-]

Application

ItOct-bimy HCl is an N-alkyl NHC ligand with demonstrated uses in the following reactions. Au-catalyzed hydration, Cu-catalyzed hydroboration, Ag-catalyzed hydroboration, Cu-catalyzed C–O coupling and Pd-catalyzed C–C and C–N couplings. This ligand features significantly higher steric volume compared with ItBu-bimy (673390) while maintaining the σ-donation and σ-acceptance inherent to N-alkyl NHC ligands.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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