1,1'-Dimethyl-1H,1'H-2,2'-biimidazole

Base Information

• Chemical Name: 1,1'-Dimethyl-1H,1'H-2,2'-biimidazole
• CAS No.: 37570-94-8
• Molecular Formula: C8H10N4
• Molecular Weight: 162.1918
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID20435850
• Nikkaji Number: J1.071.573C
• Wikidata: Q82250966
• ChEMBL ID: CHEMBL332692
• Mol file: 37570-94-8.mol

Synonyms:1,1'-Dimethyl-1H,1'H-2,2'-biimidazole;37570-94-8;1,1'-Dimethyl-1H,1'H-[2,2']biimidazolyl;1-methyl-2-(1-methylimidazol-2-yl)imidazole;SCHEMBL308400;CHEMBL332692;DTXSID20435850;n,n'-dimethyl-2,2'-biimidazole;KMRPQHUALQQSPI-UHFFFAOYSA-N;1,1'-dimethyl-2,2'-biimidazole;1,1'-dimethyl-2,2'-biimida-zole;2,2'-Bi(1-methyl-1H-imidazole);AKOS006273952;BS-50964;CS-0530294;E76645;1-methyl-2-(1-methyl-1H-imidazol-2-yl)-1H-imidazole

Chemical Property of 1,1'-Dimethyl-1H,1'H-2,2'-biimidazole

Chemical Property:

• Boiling Point: 366.688 °C at 760 mmHg
• Flash Point: 175.567 °C
• PSA: 35.64000
• Density: 1.215 g/cm³
• LogP: 0.82060
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.090546336
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

1,1'-DIMETHYL-1H,1'H-(2,2')BIIMIDAZOLYL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CN=C1C2=NC=CN2C

Technology Process of 1,1'-Dimethyl-1H,1'H-2,2'-biimidazole

There total 13 articles about 1,1'-Dimethyl-1H,1'H-2,2'-biimidazole 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: 96.0%

2,2'-biimidazole (492-98-8) + methyl iodide (74-88-4) → 1,1'-dimethyl-2,2'-biimidazole (37570-94-8)

Guidance literature:

2,2'-biimidazole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01376

Reference yield: 95.0%

1-methyl-1H-imidazole (616-47-7) → 1,1'-dimethyl-2,2'-biimidazole (37570-94-8)

Guidance literature:

With sodium 5-methyl-2-pyridonate; copper(l) chloride; In para-xylene; at 140 ℃; for 20h;

DOI:10.1039/c1cc15363c

Reference yield: 83.0%

2,2'-biimidazole (492-98-8) + methyl p-toluene sulfonate (80-48-8) → 1,1'-dimethyl-2,2'-biimidazole (37570-94-8)

Guidance literature:

2,2'-biimidazole; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 ℃; for 1h;

methyl p-toluene sulfonate; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 49h;

upstream raw materials:

1-methyl-1H-imidazole

pyridine N-oxide

methyl bromide

2,2'-biimidazole

Refernces

• 1、 Ouyang, Miao,Zeng, Leli,Qiu, Kangqiang,Chen, Yu,Ji, Liangnian,Chao, Hui. "Cyclometalated IrIII Complexes as Mitochondria-Targeted Photodynamic Anticancer Agents". . p. 1764 - 1771. Retrieved 2017.
• 2、 Bakis, Eduards,van den Bruinhorst, Adriaan,Pison, Laure,Palazzo, Ivan,Chang, Thomas,Kjellberg, Marianne,Weber, Cameron C.,Costa Gomes, Margarida,Welton, Tom. "Mixing divalent ionic liquids: effects of charge and side-chains". . p. 4624 - 4635. Retrieved 2021/03/15.