2876-08-6

Basic information

• Product Name: 1,2Dimethylbenzimidazole
• Synonyms: 1,2Dimethylbenzimidazole;1,2-Dimethyl-1H-benzimidazole;1H-Benzimidazole,1,2-dimethyl-(9CI);1,2-Dimethyl-1,3-benzodiazole;1,2-dimethyl-1H-1,3-benzodiazole
• CAS NO: 2876-08-6
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.1891
• Product Categories: BENZIMIDAZOLE
• Mol File: 2876-08-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 164 °C / 6mmHg
• Flash Point: 129.2°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0037mmHg at 25°C
• Refractive Index: 1.595
• Solubility: soluble in Methanol
• PKA: 5.93±0.10(Predicted)
• CAS DataBase Reference: 1,2Dimethylbenzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2Dimethylbenzimidazole(2876-08-6)
• EPA Substance Registry System: 1,2Dimethylbenzimidazole(2876-08-6)

Safety Data

• Hazardous Substances Data: 2876-08-6(Hazardous Substances Data)

Usage

General Description

1,2-Dimethylbenzimidazole is a chemical compound with the molecular formula C9H10N2. It is a derivative of benzimidazole, which is a bicyclic organic compound containing a benzene ring fused to an imidazole ring. 1,2-Dimethylbenzimidazole is commonly used as a building block in the synthesis of pharmaceutical compounds and in the manufacture of dyes and pigments. It has also been studied for its potential antioxidant and antiviral properties. The compound may have applications in the development of new drugs and materials due to its unique molecular structure and potential biological activity.

InChI:InChI=1/C9H10N2/c1-7-10-8-5-3-4-6-9(8)11(7)2/h3-6H,1-2H3

Upstream product

• 5663-67-2 2-acetoxybenzaldehyde 
• 25148-68-9 N-methylbenzene-1,2-diamine dihydrochloride 
• 108-24-7 acetic anhydride 
• 184776-22-5 5-Methyl-1,2,3,4,4a,5-hexahydro-1,4a-propanopyrido[1,2-a]benzimidazol-1-ol 
• 3218-02-8 cyclohexylmethylamine 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 95-54-5 1,2-diamino-benzene 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 

Downstream Products

• 108641-79-8 2-(1-Methyl-1H-benzoimidazol-2-yl)-1-phenyl-propan-1-ol 
• 108641-80-1 1-(4-Methoxy-phenyl)-2-(1-methyl-1H-benzoimidazol-2-yl)-propan-1-ol 
• 62454-65-3 methyl-2-(1-methyl-2,2-diphenyl-2-hydroxyethyl)benzimidazole 
• 62454-66-4 2-(1-methyl-1H-benzoimidazol-2-yl)-1,1-diphenyl-butan-1-ol 
• 5805-75-4 1-Methylbenzimidazole-2-carboxamide 
• 90323-97-0 1,2-dimethyl-5,6-dinitrobenzimidazole 
• 49819-79-6 1,2-dimethyl-5-nitro-1H-benzimidazole 
• 19492-66-1 1,2-dimethyl-6-nitro-1H-benzoimidazole 
• 73902-41-7 1,2-Dimethyl-4-nitrobenzimidazol 
• 59066-63-6 (E)-1-methyl-2-styryl-1H-benzo[d]imidazole 
• 259743-62-9 (E)-2-(4-chlorostyryl)-1-methyl-1H-benzo[d]imidazole 
• 259743-61-8 (E)-1-methyl-2-(4-methylstyryl)-1H-benzo[d]imidazole 
• 14754-42-8 2-ethyl-1-methyl-1H-benzo[d]imidazole 
• 114979-70-3 Dibutyl-(3-{4-[(E)-2-(1-methyl-1H-benzoimidazol-2-yl)-vinyl]-phenoxy}-propyl)-amine 

Relevant articles and documents

Catalytic Oxidative Coupling of Primary Amines under Air: A Flexible Route to Benzimidazole Derivatives

Benzimidazoles are of fundamental importance in chemistry and biology, and the development of efficient, environmentally benign methods for their preparation remains a key challenge for organic chemists. In a biomimetic approach inspired by copper amine oxidases, we disclose herein the scope and factors influencing the success of the cooperative action of CuBr2 as electron-transfer mediator and a topaquinone-like substrate-selective catalyst in the oxidative cyclocondensation of primary amines with o-aminoanilines. This one-pot atom-economic multistep process, which works under green conditions with ambient air as the terminal oxidant, low loadings of catalyst, and equimolar amounts of commercially available amine substrates, is particularly suitable for the preparation of 1,2-disubstituted benzimidazoles. Furthermore, it allows the functionalization of nonactivated primary aliphatic amines, which are known to be challenging substrates for non-enzymatic catalytic aerobic systems.

Transannular cyclization reactions of cyclooctane-1,5-dione and 5-ethoxycarbonylmethylenecyclooctanone upon treatment with diamines. An efficient one-pot synthesis of substituted 2,6-diazatricyclo[5.3.3.011,6]- and 2,5-diazatricyclo[4.3.3.01,5]-alkanes and a study of their acetylation products

Cyclooctane-1,5-dione 1 undergoes transannular cyclization upon treatment with 1,2-diaminoarenes 2a-d or 1,3-diaminopropane 5a to afford the 2,5-diazatricyclo[4.3.3.01,5]dodecan-6-ols 3a-d or 2,6-diazatricyclo[5.3.3.01,6]tridecan-7-ol 6 respectively, in moderate to good yields. The ethoxycarbonylmethyldiazatricyclo analogues 22a,b result from a similar reaction of 5-ethoxycarbonylmethylenecyclooctanone 19 with diaminoalkanes 5a,b. Acetylation of tricyclo compound 3d leads, among others, to the unexpected product 2-diacetylmethylidene-1-(5-oxocyclooct-1-en-1-yl)-3-methyl-2,3- dihydrobenzimidazole 12.