1,3-di-tert-Butyl-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: 1,3-di-tert-Butyl-1H-imidazol-3-ium chloride
• CAS No.: 157197-54-1
• Molecular Formula: C₁₁H₂₁N₂*Cl
• Molecular Weight: 216.754
• DSSTox Substance ID: DTXSID60464740
• Mol file: 157197-54-1.mol

Synonyms:157197-54-1;1,3-di-tert-Butyl-1H-imidazol-3-ium chloride;1,3-di-t-butylimidazolium chloride;1,3-ditert-butylimidazol-1-ium;chloride;MFCD03840576;1,3-di-tert-butylimidazolium chloride;1,3-di-tert-Butyl-1H-imidazol-3-iumchloride;SCHEMBL737414;DTXSID60464740;AKOS005105887;SY021265;CS-0086713;E85605;1,3-DI-TERT-BUTYLIMIDAZOL-1-IUM CHLORIDE;1H-Imidazolium,1,3-bis(1,1-dimethylethyl)-,chloride(1:1)

Chemical Property of 1,3-di-tert-Butyl-1H-imidazol-3-ium chloride

Chemical Property:

• Melting Point: 209℃
• PSA: 8.81000
• LogP: -0.71040
• Sensitive.: air sensitive, hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 216.1393264
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

99.3% ^*data from raw suppliers

1,3-Di-t-butylimidazolium chloride, min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N1C=C[N+](=C1)C(C)(C)C.[Cl-]

Technology Process of 1,3-di-tert-Butyl-1H-imidazol-3-ium chloride

There total 4 articles about 1,3-di-tert-Butyl-1H-imidazol-3-ium chloride 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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Glyoxal (131543-46-9,107-22-2) + tert-butylamine (75-64-9) → 1,3-di-tert-butyl-1H-imidazol-3-ium chloride (157197-54-1)

Guidance literature:

formaldehyd; tert-butylamine; With hydrogenchloride; In toluene; Heating;

Glyoxal; In water; toluene; at 40 ℃; for 15h;

DOI:10.1039/c2dt31984e

Reference yield: 79.0%

1,4-di-tert-butyl-1,4-diazabutadiene (28227-42-1,30834-74-3) + N,N-dimethyl(methylene)ammonium chloride (30354-18-8) → 1,3-di-tert-butyl-1H-imidazol-3-ium chloride (157197-54-1)

Guidance literature:

In dichloromethane; for 0.25h; cooling;

DOI:10.1070/MC2006v016n05ABEH002347

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,4-di-tert-butyl-1,4-diazabutadiene (28227-42-1,30834-74-3) → 1,3-di-tert-butyl-1H-imidazol-3-ium chloride (157197-54-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 0 ℃; Inert atmosphere;

DOI:10.1002/aoc.2866

upstream raw materials:

formaldehyd

Glyoxal

tert-butylamine

1,4-di-tert-butyl-1,4-diazabutadiene

Downstream raw materials:

Ru(P(C₆H₅)3)2(C₃(C₆H₅)2N₂(CH(CH₃)2)H)(CO)HCl

Ru(P(C₆H₅)3)2(C₃(CH₃)2N₂(C₂H₅)H)(CO)HCl

1,3-di-tert-butylimidazol-2-ylidene

Refernces

• 1、 Arduengo, Anthony J.,Calabrese, Joseph C.,Marshall, William J.,Runyon, Jason W.,Schiel, Christian,Schinnen, Christoph,Tamm, Matthias,Uchiyama, Yosuke. "Imidazol-2-ylidene Reactivity towards Cyanocarbons". . p. 2190 - 2198. Retrieved 2015.
• 2、 Medina, Florian,Michon, Christophe,Agbossou-Niedercorn, Francine. "Intermolecular mono-and dihydroamination of activated alkenes using a recoverable gold catalyst". . p. 6218 - 6227. Retrieved 2013/01/15.