2-Cyclohexyl-1H-benzimidazole

Base Information

• Chemical Name: 2-Cyclohexyl-1H-benzimidazole
• CAS No.: 36947-70-3
• Molecular Formula: C13H16 N2
• Molecular Weight: 200.283
• DSSTox Substance ID: DTXSID30190443
• Nikkaji Number: J69.200J
• Wikidata: Q83062802
• ChEMBL ID: CHEMBL171135
• Mol file: 36947-70-3.mol

Synonyms:2-Cyclohexyl-1H-benzimidazole;36947-70-3;2-Cyclohexylbenzimidazole;2-cyclohexyl-1H-1,3-benzodiazole;2-cyclohexyl-1H-benzo[d]imidazole;BENZIMIDAZOLE, 2-CYCLOHEXYL-;BRN 0178318;2-Cyclohexyl-1H-benzoimidazole;1H-Benzimidazole, 2-cyclohexyl-;CHEMBL171135;MFCD00552892;5-23-07-00396 (Beilstein Handbook Reference);Enamine_001102;SCHEMBL724921;2-Cyclohexyl-1H-benzimidazole #;DTXSID30190443;HMS1397C02;BDBM50404908;STK731723;AKOS000275088;CCG-103248;LS-09747;LS-32806;BB 0219600;EN300-33690;VU0006957-3;F70200;SR-01000390450;SR-01000390450-1;Z50129880;F0266-0737

Chemical Property of 2-Cyclohexyl-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 1.03E-06mmHg at 25°C
• Boiling Point: 414.9°Cat760mmHg
• Flash Point: 220.9°C
• PSA: 28.68000
• Density: 1.136g/cm³
• LogP: 3.61060
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

NLT 98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=NC3=CC=CC=C3N2

Technology Process of 2-Cyclohexyl-1H-benzimidazole

There total 27 articles about 2-Cyclohexyl-1H-benzimidazole 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%

1,2-diamino-benzene (95-54-5) + cyclohexanecarbaldehyde (2043-61-0) → 2-cyclohexylbenzimidazole (36947-70-3)

Guidance literature:

With graphene sulfonic acid; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1039/c8nj03257b

Reference yield: 96.0%

1,2-diamino-benzene (95-54-5) + cyclohexylmethyl alcohol (100-49-2) → 2-cyclohexylbenzimidazole (36947-70-3)

Guidance literature:

With C₁₅H₁₅ClN₇Ru⁽¹⁺⁾*Cl^(1-); sodium tetraphenyl borate; 1,2-bis-(diphenylphosphino)ethane; at 165 ℃; for 6h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201800017

Reference yield: 95.0%

2-phenyl-1H-benzoimidazole (716-79-0) → 2-cyclohexylbenzimidazole (36947-70-3)

Guidance literature:

With hydrogen; Rh on carbon; In water; acetic acid; at 120 ℃; for 1.5h; under 36775.4 Torr;

DOI:10.1080/00397910601168249

upstream raw materials:

nitrobenzene

1,2-diamino-benzene

cyclohexanecarbaldehyde

2-phenyl-1H-benzoimidazole

Downstream raw materials:

Ethyl (2-cyclohexyl-1-benzimidazolyl)acetate

(2-Cyclohexyl-1-benzimidazolyl)acetic acid

2-cyclohexyl-1-(prop-2-yn-1-yl)-1H-benzimidazole

5-[3-(2-cyclohexyl-1H-benzimidazol-1-yl)prop-1-yn-1-yl]-1-(tetrahydrothien-2-yl)cytosine

Refernces

• 1、 -. "Method for preparing N - heterocyclic ring through visible light mediated dehydrogenation". Paragraph 0154-0159. . Retrieved 2021/10/02.
• 2、 Han, Songjie,Li, Ziping,Ma, Si,Zhi, Yongfeng,Xia, Hong,Chen, Xiong,Liu, Xiaoming. "Bandgap engineering in benzotrithiophene-based conjugated microporous polymers: a strategy for screening metal-free heterogeneous photocatalysts". supporting information. p. 3333 - 3340. Retrieved 2021/02/26.