5,6-Dimethylbenzimidazole

Base Information

• Chemical Name: 5,6-Dimethylbenzimidazole
• CAS No.: 582-60-5
• Molecular Formula: C9H10N2
• Molecular Weight: 146.192
• Hs Code.: 2933.99
• European Community (EC) Number: 209-488-1
• NSC Number: 68316
• UNII: 553XI1DS20
• DSSTox Substance ID: DTXSID70870631
• Nikkaji Number: J69.209C
• Wikipedia: Dimethylbenzimidazole
• Wikidata: Q15269676
• Metabolomics Workbench ID: 38387
• ChEMBL ID: CHEMBL351132
• Mol file: 582-60-5.mol

Synonyms:5,6-dimethylbenzimidazole;5,6-dimethylbenzimidazole hydrochloride

Chemical Property of 5,6-Dimethylbenzimidazole

Chemical Property:

• Appearance/Colour: light beige powder
• Vapor Pressure: 1.53E-05mmHg at 25°C
• Melting Point: 202-205 °C(lit.)
• Refractive Index: 1.644
• Boiling Point: 376.8 °C at 760 mmHg
• PKA: 13.48±0.30(Predicted)
• Flash Point: 208.6 °C
• PSA: 28.68000
• Density: 1.145 g/cm³
• LogP: 2.17970
• Storage Temp.: -20°C
• Solubility.: Soluble in ethanol (50 mg/ml).
• Water Solubility.: soluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

5,6-Dimethylbenzimidazole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N=CN2

Technology Process of 5,6-Dimethylbenzimidazole

There total 32 articles about 5,6-Dimethylbenzimidazole 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%

methanol (67-56-1) + 4,5-dimethyl-2-nitrobenzenamine (6972-71-0) → 5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5)

Guidance literature:

With iron; ammonium chloride; at 68 - 70 ℃; for 48h; Inert atmosphere;

Reference yield: 99.0%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) + orthoformic acid triethyl ester (122-51-0) → 5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5)

Guidance literature:

With gallium(III) triflate; at 20 ℃; for 0.1h;

DOI:10.1002/cjoc.201180310

Reference yield: 96.0%

N-formylbenzamide (4252-31-7) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; at 50 ℃; for 9h; Inert atmosphere; Green chemistry;

DOI:10.1039/d0ob01080d

upstream raw materials:

formic acid

4,5-dimethyl-1,2-phenylenediamine

1-Amino-5,6-dimethylbenzimidazole

orthoformic acid triethyl ester

Downstream raw materials:

(5,6-dimethyl-benzoimidazol-1-yl)-methanol

2'-(5,6-dimethylbenzimidazol-1-yl)acetophenone

7,8,11-trimethyl-11H-indolo<1,2-a>benzimidazol-11-ol

5,6-Dimethyl-1-β-D-ribofuranosyl-benzimidazol

Refernces

• 1、 Guo, Tao,He, Jianghua,Liu, Tianwei,Zhang, Yuetao. "One-Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles". supporting information. . Retrieved 2022/02/07.
• 2、 Li, Hu,Li, Zhengyi,Wu, Hongguo,Yang, Song,Yu, Zhaozhuo,Zhang, Lilong,Zhu, Kaixun. "A substituent- And temperature-controllable NHC-derived zwitterionic catalyst enables CO2upgrading for high-efficiency construction of formamides and benzimidazoles". supporting information. p. 5759 - 5765. Retrieved 2021/08/23.