2,5,6-TRIMETHYLBENZIMIDAZOLE

Base Information

• Chemical Name: 2,5,6-TRIMETHYLBENZIMIDAZOLE
• CAS No.: 3363-56-2
• Molecular Formula: C10H12N2
• Molecular Weight: 160.219
• Hs Code.: 2933990090
• European Community (EC) Number: 222-130-9
• NSC Number: 401569
• UNII: YOI3YUF0P3
• DSSTox Substance ID: DTXSID30187313
• Nikkaji Number: J205.445K
• Wikidata: Q27294628
• ChEMBL ID: CHEMBL156134
• Mol file: 3363-56-2.mol

Synonyms:Benzimidazole,2,5,6-trimethyl- (6CI,7CI,8CI);2,5,6-Trimethyl-1H-benzimidazole;2,5,6-Trimethyl-1H-benzoimidazole;2,5,6-Trimethylbenzimidazole;

Chemical Property of 2,5,6-TRIMETHYLBENZIMIDAZOLE

Chemical Property:

• Vapor Pressure: 2.87E-05mmHg at 25°C
• Melting Point: 239-240 °C(lit.)
• Refractive Index: 1.628
• Boiling Point: 367.5 °C at 760 mmHg
• Flash Point: 194.8 °C
• PSA: 28.68000
• Density: 1.113 g/cm³
• LogP: 2.48810
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

2,5,6-TRIMETHYLBENZIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N=C(N2)C

Technology Process of 2,5,6-TRIMETHYLBENZIMIDAZOLE

There total 24 articles about 2,5,6-TRIMETHYLBENZIMIDAZOLE 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: 96.0%

ethyl acetoacetate (141-97-9) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 2,5,6-trimethylbenzimidazole (3363-56-2)

Guidance literature:

With silica gel; zinc(II) chloride; for 0.0111111h; microwave irradiation;

DOI:10.1515/HC.2007.13.5.305

Reference yield: 96.0%

benzyl acetoacetate (5396-89-4) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 2,5,6-trimethylbenzimidazole (3363-56-2)

Guidance literature:

With silica gel; zinc(II) chloride; for 0.0166667h; microwave irradiation;

DOI:10.1515/HC.2007.13.5.305

Reference yield: 95.0%

3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 2,5,6-trimethylbenzimidazole (3363-56-2)

Guidance literature:

With air; In water; at 37 ℃; for 72h;

DOI:10.1021/ol034530m

upstream raw materials:

acetic acid

4,5-dimethyl-1,2-phenylenediamine

2,6-dimethylpyrone

3-[1-(2-Amino-4,5-dimethyl-phenylamino)-eth-(E)-ylidene]-dihydro-furan-2-one

Downstream raw materials:

(E)-5,6-Dimethyl-2-styryl-1H-benzimidazole

1,3-Diphenyl-7,8-dimethylpyrido<1,2-a>benzimidazole

2,5,6-trimethyl-1-phenyl-1H-benzo[d]imidazole

1-methanesulphinylmethyl-2,5,6-trimethyl-1H-benzimidazole

Refernces

• 1、 Yamini,Sharma, Saurabh,Das, Pralay. "Rhodium catalyzed 2-alkyl-benzimidazoles synthesis from benzene-1,2-diamines and tertiary alkylamines as alkylating agents". . . Retrieved 2021/05/17.
• 2、 Dadwal, Shruti,Kumar, Manoj,Bhalla, Vandana. ""Metal-Free" Nanoassemblies of AIEE-ICT-Active Pyrazine Derivative: Efficient Photoredox System for the Synthesis of Benzimidazoles". . p. 13906 - 13919. Retrieved 2020/11/20.