2-Methylbenzimidazole

Base Information

• Chemical Name: 2-Methylbenzimidazole
• CAS No.: 615-15-6
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2933.99
• European Community (EC) Number: 210-411-9
• NSC Number: 6500
• UNII: ZH8IWW7Y8B
• DSSTox Substance ID: DTXSID5060641
• Nikkaji Number: J3.001E
• Wikidata: Q27295516
• ChEMBL ID: CHEMBL309135
• Mol file: 615-15-6.mol

Synonyms:Benzimidazole,2-methyl- (8CI);2-Methyl-1H-benzimidazole;2-Methylbenzoimidazole;NSC 6500;

Chemical Property of 2-Methylbenzimidazole

Chemical Property:

• Appearance/Colour: light beige to brown crystalline powder
• Vapor Pressure: 0.000181mmHg at 25°C
• Melting Point: 175-177 °C(lit.)
• Refractive Index: 1.666
• Boiling Point: 339.4 °C at 760 mmHg
• PKA: 6.19(at 25℃)
• Flash Point: 184.5 °C
• PSA: 28.68000
• Density: 1.186 g/cm³
• LogP: 1.87130
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

2-Methylbenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-20/21/22
• Safety Statements: 26-39-45-44

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Imidazoles
• Canonical SMILES: CC1=NC2=CC=CC=C2N1
• Uses: 2-Methylbenzimidazole is an important pharmacophore widely used in medicinal chemistry for the synthesis of various antibacterial and antifungal agents.It can be used as a key precursor to synthesize substituted benzimidazo[1,2-a]quinolones.It can be used in the synthesis of reversible solid-to-liquid phase transition coordination polymer crystals.2-Methylbenzimidazole also exhibits corrosion inhibition.

Technology Process of 2-Methylbenzimidazole

There total 232 articles about 2-Methylbenzimidazole 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: 98.0%

acetic acid (64-19-7,77671-22-8) + 1,2-diamino-benzene (95-54-5) → 2-Methyl-1H-benzimidazole (615-15-6)

Guidance literature:

at 200 ℃; for 0.0833333h; under 6750.68 Torr; Temperature; Activation energy; Kinetics; Sealed vessel microwave condition;

DOI:10.1021/op900297e

Reference yield: 98.0%

N-(2-aminophenyl)acetamide (34801-09-7) + carbon dioxide (124-38-9,18923-20-1) → 2-Methyl-1H-benzimidazole (615-15-6)

Guidance literature:

With bis[1,2-bis(diphenylphosphine)ethane]ruthenium dichloride; hydrogen; at 120 ℃; for 40h; under 112511 Torr; Green chemistry;

DOI:10.1039/c2gc36517k

Reference yield: 98.0%

acetaldehyde (75-07-0,9002-91-9) + 1,2-diamino-benzene (95-54-5) → 2-Methyl-1H-benzimidazole (615-15-6)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 130 ℃; for 48h; Autoclave;

DOI:10.1002/adsc.201801040

upstream raw materials:

1-pyrrolidin-1-ylmethyl-1H-benzoimidazole

methyl iodide

methyl isopropyl ketone phenylhydrazone

1,2-diamino-benzene

Downstream raw materials:

2-(1,3-dihydro-benzoimidazol-2-ylidene)-indan-1,3-dione

1-Acetyl-2-methyl-benzimidazol

(2-methyl-1H-benzo[d]imidazol-1-yl)(phenyl)methanone

1,2-dibenzamidobenzene

Refernces

• 1、 Obodovskaya, A. E.,Starikova, Z. A.,Belous, S. N.,Pokrovskaya, I. E.. "CRYSTAL AND MOLECULAR STRUCTURE OF 2-METHYLBENZIMIDAZOLE". . p. 421 - 422. Retrieved 1991.
• 2、 Khudina, Ol'ga G.,Murashova, Natal'ya V.,Burgart, Yanina V.,Saloutin, Viktor I.. "1-(Benzimidazol-2-yl)-1,2-dioxoalkane arylhydrazones and 2-phenylbenzimidazole as the main products of the reactions of 1,2,3-triketone 2-arylhydrazones with o-phenylenediamine". . p. 228 - 229. Retrieved 2003.
• 3、 Harizi, Abdallah,Zantour, Hedi. "Synthese et reactivite des 2-phosphonomethylbenzimidazoles n-ethoxycarbonyles: Nouvelle voie d'acces aux 2-phosphonomethyl n-amidobenzimidazoles et aux 2-phosphonomethyl n-hydrazidobenzimidazoles". . p. 219 - 229. Retrieved 2000.
• 4、 Borade, Ravikumar M.,Jadhav, K. M.,Kale, Swati B.,Pawar, Rajendra P.,Tekale, Sunil U.. "Cobalt ferrite magnetic nanoparticles as highly efficient catalyst for the mechanochemical synthesis of 2-aryl benzimidazoles". . . Retrieved 2021/08/27.
• 5、 Yadav, Priyanka,Kakati, Praachi,Singh, Preeti,Awasthi, Satish K.. "Application of sulfonic acid fabricated cobalt ferrite nanoparticles as effective magnetic nanocatalyst for green and facile synthesis of benzimidazoles". . . Retrieved 2021/02/06.