2-Ethylbenzimidazole

Base Information

• Chemical Name: 2-Ethylbenzimidazole
• CAS No.: 1848-84-6
• Molecular Formula: C9H10N2
• Molecular Weight: 146.192
• Hs Code.: 2933990090
• European Community (EC) Number: 217-433-8
• NSC Number: 38878,28961
• DSSTox Substance ID: DTXSID60171664
• Nikkaji Number: J54.900B
• Wikidata: Q72472809
• Metabolomics Workbench ID: 131989
• ChEMBL ID: CHEMBL351569
• Mol file: 1848-84-6.mol

Synonyms:2-ethylbenzimidazole

Chemical Property of 2-Ethylbenzimidazole

Chemical Property:

• Vapor Pressure: 0.000161mmHg at 25°C
• Melting Point: 176.5°C
• Refractive Index: 1.641
• Boiling Point: 341.2 °C at 760 mmHg
• PKA: 6.18(at 25℃)
• Flash Point: 179.4 °C
• PSA: 28.68000
• Density: 1.142 g/cm³
• LogP: 2.12530
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC2=CC=CC=C2N1

Technology Process of 2-Ethylbenzimidazole

There total 61 articles about 2-Ethylbenzimidazole 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: 100.0%

2-Amino-3-(2-ethylbenzimidazol-1-yl)-2-(2-phenyl-1,1-diazanediylmethyl)-2-propenenitrile (106157-80-6,106157-81-7) → 2-ethylbenzimidazole (1848-84-6) + 5-Amino-4-cyano-1-phenylpyrazole (5334-43-0)

Guidance literature:

In N,N-dimethyl-formamide; for 2.5h;

Reference yield: 98.0%

propionaldehyde (123-38-6) + 1,2-diamino-benzene (95-54-5) → 2-ethylbenzimidazole (1848-84-6)

Guidance literature:

With air; TZ-HCP₁D polymer; In ethanol; at 20 ℃; for 1h; Irradiation;

DOI:10.1039/d0gc03719b

Reference yield: 97.0%

propionic acid (802294-64-0,79-09-4) + 1,2-diamino-benzene (95-54-5) → 2-ethylbenzimidazole (1848-84-6)

Guidance literature:

propionic acid; In dichloromethane; at 0 ℃; for 0.25h;

1,2-diamino-benzene; With pyridine; In dichloromethane; at 20 ℃; for 6h; Further stages.;

DOI:10.1080/00397910701459423

upstream raw materials:

N-(2-nitrophenyl)propionamide

methanol

copper diacetate

propionaldehyde

Downstream raw materials:

2-(1-methyl-2-p-tolyl-vinyl)-1H-benzoimidazole

2-[2-(4-chloro-phenyl)-1-methyl-vinyl]-1H-benzoimidazole

2-[2-(2-chloro-phenyl)-1-methyl-vinyl]-1H-benzoimidazole

2-[1-methyl-2-(3-nitro-phenyl)-vinyl]-1H-benzoimidazole

Refernces

• 1、 Masárová, Petra,Kuchtanin, Vladimír,Mazúr, Milan,Moncol, Ján. "Crystal structures and spectroscopic properties of copper(II)–dipicolinate complexes with benzimidazole ligands". . p. 507 - 516. Retrieved 2018.
• 2、 Hegedues, Adrienn,Hell, Zoltan,Potor, Attila. "Zeolite-catalyzed environmentally friendly synthesis of benzimidazole derivatives". . p. 3625 - 3630. Retrieved 2006.
• 3、 Jing, Xiaobi,Zhu, Qihua,Xu, Feng,Ren, Xinfeng,Li, Dong,Yan, Chaoguo. "Rapid one-pot preparation of 2-substituted benzimidazoles from esters using microwave conditions". . p. 2597 - 2601. Retrieved 2006.
• 4、 Montazeri, Naser,Esmaeili, Abbas. "An efficient one-pot synthesis of condensed imidazoles using pentafluorophenylammonium triflate as novel, metal-free and reusable catalyst". . p. 3446 - 3448. Retrieved 2013.
• 5、 Ben-Alloum, Abdelkrim,Bakkas, Salem,Soufiaoui, Mohamed. "Benzimidazoles: Oxydation heterocyclisante par le nitrobenzene ou le dimethylsulfoxyde sur silice et sous irradiation micro-ondes ou ultra-violet". . p. 4481 - 4484. Retrieved 1998.
• 6、 Raban, Morton,Chang, Hu,Craine, Leslie H.. "STEREOCHEMISTRY IN TRIVALENT NITROGEN COMPOUNDS. 40. TORSIONAL BARRIERS IN N-2,4-DINITROBENZENESULFENYLBENZIMIDAZOLES.". . p. 1337 - 1340. Retrieved 1984.
• 7、 Basuri, Pallab,Gonzalez, L. Edwin,Morato, Nicolás M.,Pradeep, Thalappil,Cooks, R. Graham. "Accelerated microdroplet synthesis of benzimidazoles by nucleophilic addition to protonated carboxylic acids". . p. 12686 - 12694. Retrieved 2020.
• 8、 Mathapati, Sushil R.,Patil, Komal N.,Mathakari, Sujit S.,Suryawanshi, Appasaheb W.,Jadhav, Arvind H.. "Fluorinated phosphoric acid as a versatile effective catalyst for synthesis of series of benzimidazoles, benzoxazoles and benzothiazoles at room temperature". . p. 538 - 547. Retrieved 2021/01/21.
• 9、 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.