2-Propylbenzimidazole

Base Information

• Chemical Name: 2-Propylbenzimidazole
• CAS No.: 5465-29-2
• Molecular Formula: C10H12N2
• Molecular Weight: 160.219
• Hs Code.: 2933990090
• NSC Number: 40172,28962
• UNII: ZAS7IXN9P8
• DSSTox Substance ID: DTXSID30203108
• Nikkaji Number: J41.303H
• Wikidata: Q72502616
• ChEMBL ID: CHEMBL348508
• Mol file: 5465-29-2.mol

Synonyms:2-Propylbenzimidazole;2-Propyl-1H-benzimidazole;5465-29-2;2-propyl-1H-benzo[d]imidazole;1H-Benzimidazole, 2-propyl-;BENZIMIDAZOLE, 2-PROPYL-;2-propyl-1H-1,3-benzodiazole;NSC 40172;NSC 28962;ZAS7IXN9P8;1H-Benzimidazole, 2-propyl- (9CI);BRN 0118511;CHEMBL348508;MFCD00087477;NSC-28962;NSC-40172;5-23-06-00498 (Beilstein Handbook Reference);2-Propyl-1H-benzoimidazole;Enamine_005118;UNII-ZAS7IXN9P8;MLS000564234;2-Propyl-1H-benzimidazole #;SCHEMBL612507;F0293-0118;2-propyl-1H-1,3-benzimidazole;DTXSID30203108;HMS1408I14;HMS2411G15;BCP26962;NSC28962;NSC40172;BDBM50404849;STL168975;AKOS000271113;CS-W002355;DS-0770;FS-2307;IDI1_007705;NCGC00246151-01;LS-33154;SMR000151838;SY015986;AM20040687;BB 0218033;FT-0649871;EN300-02976;A15643;Q-101094;Z55692902

Chemical Property of 2-Propylbenzimidazole

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 9.87E-05mmHg at 25°C
• Melting Point: 152-153 °C
• Refractive Index: 1.621
• Boiling Point: 348.8 °C at 760 mmHg
• PKA: 11.99±0.10(Predicted)
• Flash Point: 179.4 °C
• PSA: 28.68000
• Density: 1.109 g/cm³
• LogP: 2.51540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2-Propylbenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC1=NC2=CC=CC=C2N1
• Uses: 2-Propylbenzimidazole is a reagent used in the synthesis of novel benzimidazole analogs.

Technology Process of 2-Propylbenzimidazole

There total 6 articles about 2-Propylbenzimidazole 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: 87.0%

propyl 2,2-dichlorovinyl ketone (41501-57-9) + 1,2-diamino-benzene (95-54-5) → 2-Methyl-1H-benzimidazole (615-15-6) + 2-propyl-1H-benzimidazole (5465-29-2)

Guidance literature:

In ethanol; at 60 - 70 ℃; for 2h;

Reference yield: 65.0%

N-acetyl-2-bromoaniline (614-76-6) + butylamidine hydrochloride (3020-81-3) → 2-propyl-1H-benzimidazole (5465-29-2)

Guidance literature:

With caesium carbonate; copper(I) bromide; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 90 - 120 ℃; for 72h;

DOI:10.1021/jo8014984

Reference yield: 65.0%

o-iodoacetanilide (19591-17-4) + butylamidine hydrochloride (3020-81-3) → 2-propyl-1H-benzimidazole (5465-29-2)

Guidance literature:

With caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 60 - 120 ℃; for 58h;

DOI:10.1021/jo8014984

upstream raw materials:

propyl 2,2-dichlorovinyl ketone

1,2-diamino-benzene

N-(2-diphenylacetylaminophenyl)butyramide

N-acetyl-2-bromoaniline

Downstream raw materials:

1-methyl-2-propylbenzimidazole

methyl 2-{3-[4-(2-propyl-1H-benzimidazol-1-ylmethyl)phenyl]-1,2,4-oxadiazol-5-yl}benzoate

methyl 2-{5-[4-(2-propyl-1H-benzimidazol-1-ylmethyl)phenyl]-1,3,4-oxadiazol-2-yl}benzoate

1-benzyl-2-propyl-1H-benzoimidazole

Refernces

• 1、 Yang, Daoshan,Fu, Hua,Hu, Liming,Jiang, Yuyang,Zhao, Yufen. "Copper-catalyzed synthesis of benzimidazoles via cascade reactions of o-haloacetanilide derivatives with amidine hydrochlorides". . p. 7841 - 7844. Retrieved 2008/12/22.
• 2、 Levkovskaya, G.G.,Mirskova, A.N.,Kalikhman, I.D.,Voronkov, M.G.. "ABNORMAL DIRECTION IN THE REACTION OF ALKYL β,β-DICHLOROVINYL KETONES WITH o-PHENYLENDIAMINE". . p. 575 - 579. Retrieved 2007/10/02.