1-Benzyl-2-methyl-1H-imidazole

Base Information

• Chemical Name: 1-Benzyl-2-methyl-1H-imidazole
• CAS No.: 13750-62-4
• Deprecated CAS: 125622-54-0
• Molecular Formula: C11H12N2
• Molecular Weight: 172.23
• Hs Code.: 29332900
• European Community (EC) Number: 237-333-8
• DSSTox Substance ID: DTXSID4065604
• Nikkaji Number: J102.387J
• Wikidata: Q72441498
• ChEMBL ID: CHEMBL1269154
• Mol file: 13750-62-4.mol

Synonyms:1-Benzyl-2-methylimidazole;1-Benzyl-2-methyl-1H-imidazole;13750-62-4;N-Benzyl-2-methylimidazole;1H-Imidazole, 2-methyl-1-(phenylmethyl)-;Imidazole, 1-benzyl-2-methyl-;EINECS 237-333-8;1H-Imidazole, methyl(phenylmethyl)-;D07LMI;1-benzyl-2-methyl imidazole;SCHEMBL81625;MLS001074953;BDBM7885;CHEMBL1269154;DTXSID4065604;HMS2231D21;HMS3372N18;MFCD00010637;AKOS009156697;NCGC00247007-01;LS-78812;SMR000568401;B0867;CS-0147704;FT-0607390;FT-0607391;D78052;1-Benzyl-2-methylimidazole, technical grade, 90%;A807264;W-108235

Chemical Property of 1-Benzyl-2-methyl-1H-imidazole

Chemical Property:

• Appearance/Colour: clear light yellow to amber liquid
• Vapor Pressure: 4.05E-05mmHg at 25°C
• Melting Point: 120 - 127oC
• Refractive Index: n20/D 1.5645(lit.)
• Boiling Point: 296.8 °C at 760 mmHg
• PKA: 7.54±0.31(Predicted)
• Flash Point: 136.3 °C
• PSA: 17.82000
• Density: 1.03 g/cm³
• LogP: 2.23980
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 172.100048391
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-2-methyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CN1CC2=CC=CC=C2
• Uses: 1-Benzyl-2-methylimidazole may be employed as catalyst to investigate the effect of catalysts on the curing reaction of the biphenyl epoxy (4,4′-diglycidyloxy-3,3′,5,5′-tetramethyl biphenyl)dicyclopentadiene type phenolic resin system.

Technology Process of 1-Benzyl-2-methyl-1H-imidazole

There total 8 articles about 1-Benzyl-2-methyl-1H-imidazole 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: 99.0%

2-methylimidazole (693-98-1) + benzyl bromide (100-39-0) → N-benzyl-2-methylimidazole (13750-62-4)

Guidance literature:

2-methylimidazole; With sodium hydride; at -0.16 ℃; Schlenk technique; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/ejic.201900763

Reference yield: 97.0%

2-methylimidazole (693-98-1) → N-benzyl-2-methylimidazole (13750-62-4)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 1h; Heating;

DOI:10.1016/S0040-4039(00)95769-1

Reference yield: 89.0%

2-methylimidazole (693-98-1) + benzyl chloride (100-44-7) → N-benzyl-2-methylimidazole (13750-62-4)

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate; copper(I) bromide; In toluene; at 20 ℃; for 9.5h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01029

upstream raw materials:

1-benzyl-2-(hydroxymethyl)imidazole hydrochloride

1-benzylimidazole

methyl iodide

2-methylimidazole

Downstream raw materials:

benzyl 1-benzylimidazole-2-acetate

1,2-Dimethyl-3-benzyl-imidazoliumiodid

(1-benzylimidazol-2-yl)acetic acid

1,3-dibenzyl-2-methyl-1H-imidazol-3-ium bromide

Refernces

• 1、 MacCallini, Cristina,Patruno, Antonia,Lannutti, Fabio,Ammazzalorso, Alessandra,De Filippis, Barbara,Fantacuzzi, Marialuigia,Franceschelli, Sara,Giampietro, Letizia,Masella, Simona,Felaco, Mario,Re, Nazzareno,Amoroso, Rosa. "N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase". . p. 6495 - 6499. Retrieved 2010.
• 2、 Khalili Arjomandi, Omid,Kavoosi, Mahboubeh,Adibi, Hadi. "Synthesis and investigation of inhibitory activities of imidazole derivatives against the metallo-β-lactamase IMP-1". . . Retrieved 2019/09/19.
• 3、 Chakraborty, Ankita,Debnath, Sudipto,Ghosh, Tanmoy,Maiti, Dilip K.,Majumdar, Swapan. "An efficient strategy for N-alkylation of benzimidazoles/imidazoles in SDS-aqueous basic medium and N-alkylation induced ring opening of benzimidazoles". . p. 5932 - 5941. Retrieved 2018/09/18.