4,4',5,5'-Tetramethyl-2,2'-bisimidazole

Base Information

• Chemical Name: 4,4',5,5'-Tetramethyl-2,2'-bisimidazole
• CAS No.: 69286-06-2
• Molecular Formula: C10H14N4
• Molecular Weight: 190.248
• Hs Code.: 29332990
• European Community (EC) Number: 273-955-6
• NSC Number: 89565
• DSSTox Substance ID: DTXSID70219344
• Nikkaji Number: J317.965F
• Wikidata: Q83096267
• Mol file: 69286-06-2.mol

Synonyms:69286-06-2;2,2'-Bis(4,5-dimethylimidazole);4,4',5,5'-Tetramethyl-2,2'-bisimidazole;2-(4,5-dimethyl-1H-imidazol-2-yl)-4,5-dimethyl-1H-imidazole;2,2'-Bi-1H-imidazole,4,4',5,5'-tetramethyl-;EINECS 273-955-6;NSC89565;2,2'-Bi-1H-imidazole, 4,4',5,5'-tetramethyl-;SCHEMBL14723229;DTXSID70219344;NSC 89565;NSC-89565;AKOS015913023;2,2'-Bi(4,5-dimethyl-1H-imidazole);FT-0766479;2,2'-Bis(4,5-dimethylimidazole), technical grade;4,4',5,5'-TETRAMETHYL-1H,1'H-2,2'-BIIMIDAZOLE

Chemical Property of 4,4',5,5'-Tetramethyl-2,2'-bisimidazole

Chemical Property:

• Melting Point: >300 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 315.76°C (rough estimate)
• Flash Point: 227oC
• PSA: 57.36000
• Density: 1.1599 (rough estimate)
• LogP: 2.03340
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.121846464
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2′-Bis(4,5-dimethylimidazole) technical grade ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(N=C(N1)C2=NC(=C(N2)C)C)C

Technology Process of 4,4',5,5'-Tetramethyl-2,2'-bisimidazole

There total 2 articles about 4,4',5,5'-Tetramethyl-2,2'-bisimidazole 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: 63.0%

C10H14N4O2 → 4,4',5,5'-tetramethyl-1H,1'H-2,2'-bi-imidazole (69286-06-2)

Guidance literature:

With phosphorous acid trimethyl ester; In N,N-dimethyl-formamide; at 110 ℃; for 14h;

DOI:10.1134/S107042802001027X

Reference yield:

Glyoxal (131543-46-9,107-22-2) + dimethylglyoxal (431-03-8) → 4,4',5,5'-tetramethyl-1H,1'H-2,2'-bi-imidazole (69286-06-2)

Guidance literature:

With ammonium carbonate;

Reference yield: 90.0%

4,4',5,5'-tetramethyl-1H,1'H-2,2'-bi-imidazole (69286-06-2) + [copper(I)(acetonitrile)2(PPh3)2](BF4) (114074-99-6) → {Cu(2,2',4,4'-tetramethylbiimidazole)(triphenylphosphine)2}BF4 (114074-92-9)

Guidance literature:

In dichloromethane; H2tmbiim (1 mmol) added to the soln. of the Cu salt (1 mmol) and stirred for 24 h at room temp.; filtration, addn. of Et2O to the partially evapd. soln.;

DOI:10.1016/S0277-5387(00)81179-1

upstream raw materials:

Glyoxal

dimethylglyoxal

Downstream raw materials:

{Cu(2,2',4,4'-tetramethylbiimidazole)(triphenylphosphine)2}BF₄

Pd2(μ-4,5,4',5'-tetramethylbiimidazolate)(C6F5)2(PPh3)2

carbonylhydrido(2,2'-bis(4,5-dimethylimidazolyl))bis(triphenylphosphine)ruthenium(II) thiocyanate

Refernces