1034137-22-8

Basic information

• Product Name: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide
• Synonyms: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide
• CAS NO: 1034137-22-8
• Molecular Weight: 471.524
• Mol File: 1034137-22-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide(1034137-22-8)
• EPA Substance Registry System: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide(1034137-22-8)

Safety Data

• Hazardous Substances Data: 1034137-22-8(Hazardous Substances Data)

Usage

Chemical class

Imidazolium compounds

Common use

Precursor for the synthesis of N-heterocyclic carbene ligands

Application

Widely used in organic chemistry as catalysts for various reactions

Type

Quaternary ammonium salt

Anion

Bromide

Structural feature

Two bulky 2,6-diisopropylphenyl groups attached to the imidazolium ring

Property

Imparts steric hindrance and influences reactivity

Importance

Key chemical reagent in organometallic chemistry

Known for

Ability to catalyze a range of reactions with high efficiency and selectivity

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 106-93-4 ethylene dibromide 
• 1176938-29-6 N,N'-di(2,6-diisopropylphenyl)formamidine 

Downstream Products

• 1352951-93-9 C₂₇H₃₈N₂ 
• 258278-28-3 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene 

Relevant articles and documents

Pd-N-heterocyclic carbene complex catalysed C-H bond activation of 2-isobutylthiazole at the C5 position with aryl bromides

An effective and efficient catalytic system has been reported for the synthesis of C5-arylated 2-isobutylthiazoles. Pd-N-heterocyclic carbene complexes like [Pd(μ-Cl)Cl(SIPr)]2(2) and (LCl2Pd-SIPr) (3:L= PPh3,4:L= Py;5:L= 3-CHO-Py) were synthesized and characterized by1H,13C,31P NMR, LC-MS/MS, elemental analysis, and FTIR spectroscopy. These Pd-N-heterocyclic carbene complexes were assessed for the first time as catalysts for the C-H arylation reaction of 2-isobutylthiazole at the C5 position with different (hetero)aryl bromides. The catalytic system showed a low catalyst loading (1 mol%) and did not require the use of additional additives such as pivalic acid. The catalytic system developed with these catalysts enables the synthesis of fine chemicals in high yields under aerobic or anaerobic conditions. All complexes showed moderate to good yields in the C5 direct arylation of 2-isobutylthiazole, while complex2exhibited higher catalytic activity than the other complexes.

Chromium-silicon multiple bonds: The chemistry of terminal N-heterocyclic-carbene-stabilized halosilylidyne ligands

An efficient method for the synthesis of the first N-heterocyclic carbene (NHC)-stabilized halosilylidyne complexes is reported that starts from SiBr 4. In the first step, SiBr4 was treated with one equivalent of the N-heterocyclic c