1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide

Base Information

• Chemical Name: 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide
• CAS No.: 1034137-22-8
• Molecular Formula: Br*C₂₇H₃₉N₂
• Molecular Weight: 471.524
• Mol file: 1034137-22-8.mol

Synonyms:1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide

Chemical Property of 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide

Chemical Property:

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide

There total 2 articles about 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

ethylene dibromide (106-93-4) + N,N'-di(2,6-diisopropylphenyl)formamidine (1176938-29-6,581776-24-1) → 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide (1034137-22-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d1nj00514f

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) → 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide (1034137-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 4 h / Reflux

2: potassium carbonate / acetonitrile / Reflux

With potassium carbonate; acetic acid; In acetonitrile;

DOI:10.1039/d0ob00036a

Reference yield: 90.0%

1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide (1034137-22-8) + palladium dichloride → [(SIPr)PdCl2]

Guidance literature:

1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

palladium dichloride; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d1nj00514f

upstream raw materials:

ethylene dibromide

N,N'-di(2,6-diisopropylphenyl)formamidine

2,6-diisopropylbenzenamine

Downstream raw materials:

C₂₇H₃₈N₂

1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene

Refernces

• 1、 Cole, Marcus L.,Dunn, Michelle H.,Harper, Jason B.,Konstandaras, Nicholas,Luis, Ena T.. "The p: K a values of N-aryl imidazolinium salts, their higher homologues, and formamidinium salts in dimethyl sulfoxide". supporting information. p. 1910 - 1917. Retrieved 2020/03/23.