2-Phenylbenzimidazole

Base Information

• Chemical Name: 2-Phenylbenzimidazole
• CAS No.: 716-79-0
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• Hs Code.: 2933.99
• European Community (EC) Number: 211-939-2
• NSC Number: 251956
• UNII: CB9ZJ140SB
• DSSTox Substance ID: DTXSID5052460
• Nikkaji Number: J6.946I
• Wikidata: Q27275387
• ChEMBL ID: CHEMBL153535
• Mol file: 716-79-0.mol

Synonyms:2-phenyl-1H-benzo(d)imidazole;2-phenylbenzimidazole

Chemical Property of 2-Phenylbenzimidazole

Chemical Property:

• Appearance/Colour: white to beige-grey powder and/or chunks
• Vapor Pressure: 1.84E-06mmHg at 25°C
• Melting Point: 293-296 °C(lit.)
• Refractive Index: 1.688
• Boiling Point: 395.4 °C at 760 mmHg
• PKA: 5.23(at 25℃)
• Flash Point: 210 °C
• PSA: 28.68000
• Density: 1.211 g/cm³
• LogP: 3.22990
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3N2
• Uses: 2-Phenylbenzimidazole is used as pharmaceutical intermediate.

Technology Process of 2-Phenylbenzimidazole

There total 483 articles about 2-Phenylbenzimidazole 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: 93.0%

1-phenyl-2-hydroxyethanone (582-24-1) + 1,2-diamino-benzene (95-54-5) → benzoimidazole (51-17-2,79351-71-6) + 2-phenylquinoxaline (5021-43-2) + 2-phenyl-1H-benzoimidazole (716-79-0)

Guidance literature:

In diethylene glycol dimethyl ether; at 140 ℃; for 2h;

DOI:10.1016/j.jcat.2012.05.002

Reference yield: 80.0%

1,2-diamino-benzene (95-54-5) + Trifluoro-methanesulfonatebenzoyl-phenylmethylidyne-ammonium; → benzamide (55-21-0,27208-38-4) + 2-(phenyl)benzimidazolium triflate + 2-phenyl-1H-benzoimidazole (716-79-0)

Guidance literature:

Ambient temperature;

DOI:10.1039/c39800001151

Reference yield: 75.0%

phenylethane 1,2-diol (93-56-1) + 1,2-diamino-benzene (95-54-5) → benzoimidazole (51-17-2,79351-71-6) + 2-phenylquinoxaline (5021-43-2) + 2-phenyl-1H-benzoimidazole (716-79-0)

Guidance literature:

In diethylene glycol dimethyl ether; at 140 ℃; for 2h;

DOI:10.1016/j.jcat.2012.05.002

upstream raw materials:

formic acid

syn-2-aminobenzophenone oxime

(Z)-(2-aminophenyl)(phenyl)methanone oxime

diethyl ether

Downstream raw materials:

2-phenyl-1-(2-piperidin-1-yl-ethyl)-1H-benzoimidazole

2-phenyl-1H-benzo[d]imidazole-1-carbonitrile

1-ethyl-2-phenyl-1H-benzo[d]imidazole

N,N’-dimethyl-2-phenyl-benzo[d]imidazolium iodide

Refernces

• 1、 Jones, Richard H.,Ramsden, Christopher A.,Rose, Helen L.. "A novel photoaddition of 2-phenylbenzimidazole". . p. 1031 - 1034. Retrieved 1996.
• 2、 Fersht,Kirby. "-". . p. 5960. Retrieved 1967.
• 3、 Ogg,Bergstrom. "-". . p. 1846,1852. Retrieved 1931.
• 4、 Brahman, Dhiraj,Chhetri, Sailesh,Kamath, Amarjit,McArdle, Patrick,Sinha, Biswajit. "[Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)]: Synthesis, crystal structure, catalytic activity and DFT study". . . Retrieved 2021/09/04.
• 5、 Habibi, Davood,Heydari, Somayyeh,Karamian, Roya,Oliaei, Sajjad,Ranjbar, Nika. "Design, preparation, biological investigations and application of a benzoguanamine-based nickel complex for the synthesis of benzimidazoles". . . Retrieved 2022/01/19.