5-Methylbenzimidazole

Base Information

• Chemical Name: 5-Methylbenzimidazole
• CAS No.: 614-97-1
• Molecular Formula: C8H8 N2
• Molecular Weight: 132.165
• Hs Code.: 29332900
• European Community (EC) Number: 210-401-4
• NSC Number: 3826
• UNII: R56855UC8Y
• DSSTox Substance ID: DTXSID1060639
• Nikkaji Number: J41.308I
• Wikidata: Q27094112
• Metabolomics Workbench ID: 52244
• ChEMBL ID: CHEMBL157729
• Mol file: 614-97-1.mol

Synonyms:5-methylbenzimidazole

Chemical Property of 5-Methylbenzimidazole

Chemical Property:

• Appearance/Colour: WHITE TO LIGHT BROWN POWDER, CRYSTALS OR CRYSTALLINE POWDER AND/OR CHUNKS
• Melting Point: 114-117 °C(lit.)
• Refractive Index: 1.6013 (estimate)
• Boiling Point: 169-172 ºC (1 mmHg),363.2 °C at 760 mmHg
• PKA: 13.15±0.30(Predicted)
• Flash Point: 204 °C
• Density: 1.186 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform (25mg/ml).
• XLogP3: 1.7
• 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

5-Methylbenzimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-20/21/22-36/37/38
• Safety Statements: 22-24/25-36-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N=CN2
• Uses: 5-Methylbenzimidazole is used as a camphor substitute. It is also used as fine chemical and medicine intermediate.

Technology Process of 5-Methylbenzimidazole

There total 53 articles about 5-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: 98.7%

methanol (67-56-1) + 4-methyl-2-nitroaniline (89-62-3) → 5-methylbenzimidazole (614-97-1)

Guidance literature:

With palladium with copper supported on alumina; In water; at 179.84 ℃; for 12h; under 26252.6 Torr; Autoclave;

DOI:10.1039/c6ra13004f

Reference yield: 98.3%

carbon dioxide (124-38-9,18923-20-1) + 4-methyl-1,2-diaminobenzene (496-72-0) → 5-methylbenzimidazole (614-97-1)

Guidance literature:

carbon dioxide; 4-methyl-1,2-diaminobenzene; With borane-ammonia complex; In N,N-dimethyl-formamide; at 80 ℃; for 18h; under 7500.75 Torr; Autoclave;

With sodium hydroxide; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

DOI:10.1016/j.jorganchem.2021.122079

Reference yield: 98.0%

4-methyl-1,2-diaminobenzene (496-72-0) + orthoformic acid triethyl ester (122-51-0) → 5-methylbenzimidazole (614-97-1)

Guidance literature:

With ammonium chloride; In water; Inert atmosphere; Reflux; Green chemistry;

DOI:10.1080/00304948.2013.743751

upstream raw materials:

4-Methyl-benzene-1,2-diamine; hydrochloride

formamide

formic acid

4-methyl-1,2-diaminobenzene

Downstream raw materials:

2,3-dihydro-2-(1,1-dimethylethyl)benzothiazole

5-methyl-2-(1,1-dimethylethyl)benzimidazole

5-methyl-4-nitro-1H-1,3-benzodiazole

5-methyl-6-nitro-1(3)H-benzimidazole

Refernces

• 1、 Pourhasan-Kisomi, Reyhaneh,Shirini, Farhad,Golshekan, Mostafa. "Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H". . p. 166 - 175. Retrieved 2021/04/09.
• 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.