3363-56-2

Basic information

• Product Name: 2,5,6-TRIMETHYLBENZIMIDAZOLE
• Synonyms: 2,5,6-TRIMETHYLBENZIMIDAZOLE;2,5,6-TRIMETHYL-1H-1,3-BENZIMIDAZOLE;2,5,6-TRIMETHYL-1H-BENZIMIDAZOLE;2,5,6-Trimethylbenzimidazole 98%;1H-Benzimidazole,2,5,6-trimethyl-(9CI)
• CAS NO: 3363-56-2
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.22
• EINECS: 222-130-9
• Product Categories: BENZIMIDAZOLE;Imidazol&Benzimidazole
• Mol File: 3363-56-2.mol
• Article Data: 30

Chemical Properties

• Melting Point: 239-240 °C(lit.)
• Boiling Point: 367.5 °C at 760 mmHg
• Flash Point: 194.8 °C
• Appearance: /
• Density: 1.113 g/cm³
• Vapor Pressure: 2.87E-05mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2,5,6-TRIMETHYLBENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5,6-TRIMETHYLBENZIMIDAZOLE(3363-56-2)
• EPA Substance Registry System: 2,5,6-TRIMETHYLBENZIMIDAZOLE(3363-56-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3363-56-2(Hazardous Substances Data)

Usage

General Description

2,5,6-Trimethylbenzimidazole, also known as 5,6-dimethylbenzimidazole or 5,6-DMB, is a chemical compound that forms as an intermediate in the biosynthesis process of vitamin B12 which is also known as cobalamin. It is acknowledged as the lower ligand, which is the base attached to the cobalt atom in cobalamin. The chemical itself does not possess any nutritional benefit but takes part in an essential biological process as being involved in the production of vitamin B12, which is pivotal in the regulation of DNA synthesis and metabolism of fatty and amino acids. Scientific spheres incorporate this compound for the study of B12-dependent enzymes.

InChI:InChI=1/C10H12N2/c1-6-4-9-10(5-7(6)2)12-8(3)11-9/h4-5H,1-3H3,(H,11,12)

Upstream product

• 64-19-7 acetic acid 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 1004-36-0 2,6-dimethylpyrone 
• 141-97-9 ethyl acetoacetate 
• 1445-45-0 Trimethyl orthoacetate 
• 5396-89-4 benzyl acetoacetate 
• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 
• 78-39-7 Triethyl orthoacetate 
• 141-82-2 malonic acid 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 127-19-5 N,N-dimethyl acetamide 
• 121-44-8 triethylamine 
• 1558-82-3 ethyl N‐cyanoethanimidate 

Downstream Products

• 351863-12-2 tris(2,5,6-trimethylbenzimidazolyl-1-yl)-1,3,5-triazine 
• 80827-26-5 1,3-Diphenyl-7,8-dimethylpyrido<1,2-a>benzimidazole 
• 1195791-20-8 2,5,6-trimethyl-1-phenyl-1H-benzo[d]imidazole 
• 1313402-09-3 1-methanesulphinylmethyl-2,5,6-trimethyl-1H-benzimidazole 
• 244759-53-3 (E)-5,6-Dimethyl-2-styryl-1H-benzimidazole 
• 99643-38-6 1,1',3,3',5,5',6,6'-octamethyl-2,2'-spirobi<2,3-dihydro-1H-benzimidazole> 
• 104070-05-5 N-[2-((1Z,4Z,9Z,15Z)-15-[2-(2,2-Dimethyl-propionylamino)-phenyl]-10,20-bis-{2-[2-(2,5,6-trimethyl-benzoimidazol-1-yl)-acetylamino]-phenyl}-porphyrin-5-yl)-phenyl]-2,2-dimethyl-propionamide 
• 104089-94-3 N-[2-((5Z,10Z,14Z,19Z)-20-[2-(2,2-Dimethyl-propionylamino)-phenyl]-10,15-bis-{2-[2-(2,5,6-trimethyl-benzoimidazol-1-yl)-acetylamino]-phenyl}-porphyrin-5-yl)-phenyl]-2,2-dimethyl-propionamide 
• 111210-06-1 2,5,6-trimethylbenzimidazole-4,7-dione 

Relevant articles and documents

Simple inorganic base promoted C-N and C-C formation: synthesis of benzo[4,5]imidazo[1,2-a]pyridines as functional AIEgens used for detecting picric acid

Metal-free catalyzed intermolecular tandem Michael addition/cyclization has been developed for the synthesis of benzo[4,5]imidazo[1,2-a]pyridines from α-bromocinnamaldehyde and 2-substituted benzimidazoles. The reaction promoted by a simple inorganic base displays moderate to good yields and good functional group tolerance. The optical properties of some typical products have been investigated. We found that, due to the presence of the benzene ring at the C1-position of benzo[4,5]imidazo[1,2-a]pyridines which restricts intramolecular motion, as a new type of aggregation-induced emission (AIE) luminogen (AIEgen), they show very good solid-state fluorescence with quantum yields up to 88.80%. Importantly, the AIE performance of compound3bcan be useful to detect the nitroaromatic explosive picric acid (PA) with a detection limit and quenching constant of 42.5 nM and 7.27 × 104M?M, respectively.

Rhodium catalyzed 2-alkyl-benzimidazoles synthesis from benzene-1,2-diamines and tertiary alkylamines as alkylating agents

Substituted 2-alkyl-benzimidazoles were synthesized from benzene-1,2-diamine and tertiary amines as alkylating agent under polystyrene supported rhodium (Rh@PS) nanoparticles (NPs) catalyzed conditions. The heterogeneous rhodium catalyst was applied first time for the synthesis of 2-alkyl-benzimidazoles. The reaction followed through oxidation of alkylamines, transamination, and oxidative cyclisation with benzene-1,2-diamines for the corresponding products synthesis with good yields. The process is applicable for vast substrate scope, several functional groups are tolerable, and the Rh@PS catalyst is recyclable up to four cycles without significant loss in catalytic activity.

A benzimidazole and synthetic method of derivative thereof (by machine translation)

The present invention provides a benzimidazole and its derivative synthesis method, the method through the imidazole chloride catalyzed O-phenylenediamine cyclized, realizes the multi-functional chain dibasic and imidazole and 2 - substituted benzimidazole synthesis, method is simple and economic, and the practicability is strong. This invention does not have any other catalyst or additive, synthetic method has good functional group tolerance and excellent yield and purity, reaction time is short, and does not need the harsh reaction conditions, is suitable for industrial production. (by machine translation)