1,4-Bis((1H-imidazol-1-yl)methyl)benzene

Base Information

• Chemical Name: 1,4-Bis((1H-imidazol-1-yl)methyl)benzene
• CAS No.: 56643-83-5
• Molecular Formula: C14H14N4
• Molecular Weight: 238.292
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID10361396
• Nikkaji Number: J619.925I
• Wikidata: Q82143724
• Mol file: 56643-83-5.mol

Synonyms:56643-83-5;1,4-Bis((1H-imidazol-1-yl)methyl)benzene;1,4-Bis[(1H-imidazol-1-yl)methyl]benzene;1-[[4-(imidazol-1-ylmethyl)phenyl]methyl]imidazole;1,4-Bis(imidazole-l-ylmethyl)benzene;1,4-bis(imidazol-1-ylmethyl)benzene;1H-Imidazole, 1,1'-[1,4-phenylenebis(methylene)]bis-;YSWG298;SCHEMBL1024261;DTXSID10361396;1,1'-p-Xylylenebis(1H-imidazole);MFCD06598031;STK804435;AKOS005607821;bis((1H-imidazol-1-yl)methyl)benzene;AS-10266;B4023;CS-0110073;T71069;alpha,alpha'-Bis[(1-imidazolyl)methyl]-p-xylene;SR-01000299667;SR-01000299667-1;1,1'-[1,4-Phenylenebis(methylene)]di(1H-imidazole);1,1'-(benzene-1,4-diyldimethanediyl)bis(1H-imidazole)

Chemical Property of 1,4-Bis((1H-imidazol-1-yl)methyl)benzene

Chemical Property:

• Melting Point: 130.0 to 134.0 °C
• Boiling Point: 487.0±25.0 °C(Predicted)
• PKA: 7.05±0.10(Predicted)
• PSA: 35.64000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 2.17620
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 238.121846464
• Heavy Atom Count: 18
• Complexity: 224

Purity/Quality:

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

1,4-Bis[(1H-Imidazol-1-yl)methyl]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN2C=CN=C2)CN3C=CN=C3

Technology Process of 1,4-Bis((1H-imidazol-1-yl)methyl)benzene

There total 5 articles about 1,4-Bis((1H-imidazol-1-yl)methyl)benzene 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%

1H-imidazole (288-32-4) + 1,4-bis(bromomethyl)benzene (623-24-5) → 1,4-bis(imidazol-l-yl-methyl)benzene (56643-83-5)

Guidance literature:

1H-imidazole; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

1,4-bis(bromomethyl)benzene; In tetrahydrofuran; mineral oil; for 6h; Reflux; Inert atmosphere;

DOI:10.3390/molecules21081100

Reference yield: 100.0%

1H-imidazole (288-32-4) + p-Xylylene dichloride (623-25-6) → 1,4-bis(imidazol-l-yl-methyl)benzene (56643-83-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 6h;

DOI:10.1002/adsc.200800815

Reference yield:

para-xylene (106-42-3) → 1,4-bis(imidazol-l-yl-methyl)benzene (56643-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NBS, AIBN / methyl formate / 14 h / Heating; Irradiation

2: methanol / 18 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In methanol; Methyl formate;

DOI:10.3891/acta.chem.scand.53-0387

upstream raw materials:

1H-imidazole

p-Xylylene dichloride

1,4-bis(bromomethyl)benzene

para-xylene

Downstream raw materials:

[Co(4,4'-oxybis(benzoate))(1,4-bis(imidazol-1-ylmethyl)benzene)]

[Cd(μ₃-1,4-phenylenediacetate)(μ-1,4-bis(imidazol-1-ylmethyl)benzene)]_n

[Cd(μ-1,2-phenylenediacetate)(1,4-bis(imidazol-1-ylmethyl)benzene)]_n

[Co((1,4-bis(imidazol-1-ylmethyl)benzene)(4-bromobenzoate))2]2

Refernces

• 1、 Kammakakam, Irshad,O'Harra, Kathryn E.,Jackson, Enrique M.,Bara, Jason E.. "Synthesis of imidazolium-mediated Poly(benzoxazole) Ionene and composites with ionic liquids as advanced gas separation membranes". . . Retrieved 2021.
• 2、 Rizzo, Carla,D'Anna, Francesca,Noto, Renato,Zhang, Mohan,Weiss, Richard G.. "Insights into the Formation and Structures of Molecular Gels by Diimidazolium Salt Gelators in Ionic Liquids or “Normal” Solvents". . p. 11269 - 11282. Retrieved 2016.
• 3、 Zhang, Xiaolei,Deng, Jingjing,Shi, Guoyue,Zhou, Tianshu. "Valence-tautomeric infinite coordination polymer nanoparticles for encapsulation of rhodamine B and its potential application for colorimetric and fluorescence dual mode sensing of hypochlorite". . p. 107964 - 107969. Retrieved 2015.
• 4、 Shen, Xu-Jie,Chen, Hui-Lan,Yu, Fei,Zhang, You-Cai,Yang, Xiao-Hong,Li, Yi-Zhi. "A new type of [2] and [3]pseudorotaxane composed of β-cyclodextrin and bisimidazolyl compounds". . p. 6813 - 6817. Retrieved 2004.
• 5、 Ghosh, Saheli,Ghoshal, Debajyoti,Halder, Arijit,Pahari, Goutam. "Synthesis of two cationic Coordination polymers for the exploration of anion exchange properties". . . Retrieved 2021/10/27.