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929492

Sigma-Aldrich

SItOct HCl

≥95%

Synonym(s):

1,3-Bis(2,4,4-trimethylpentan-2-yl)-4,5-dihydro-1H-imidazol-3-ium chloride

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About This Item

Empirical Formula (Hill Notation):
C19H39ClN2
Molecular Weight:
330.98

Quality Level

100

Assay

≥95%

form

powder, flakes, or chunks

Inchi Code

1S/C19H39N2.ClH/c1-16(2,3)13-18(7,8)20-11-12-21(15-20)19(9,10)14-17(4,5)6;/h15H,11-14H2,1-10H3;1H/q+1;/p-1

InChI key

ADQFNGVBSDRFDY-UHFFFAOYSA-M

SMILES string

CC(C)(CC(C)(C)C)N1C=[N+](C(C)(CC(C)(C)C)C)CC1.[Cl-]

Related Categories

Application

SItOct 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 (659983) 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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