5-Chloro-1H-benzo[D]imidazole-2-carbaldehyde

Base Information

• Chemical Name: 5-Chloro-1H-benzo[D]imidazole-2-carbaldehyde
• CAS No.: 39811-11-5
• Molecular Formula: C8H5 Cl N2 O
• Molecular Weight: 180.593
• NSC Number: 129219
• DSSTox Substance ID: DTXSID60299296
• Wikidata: Q82041592
• ChEMBL ID: CHEMBL4551266
• Mol file: 39811-11-5.mol

Synonyms:39811-11-5;5-CHLORO-1H-BENZO[D]IMIDAZOLE-2-CARBALDEHYDE;6-chloro-1h-benzimidazole-2-carbaldehyde;6-CHLORO-1H-BENZOIMIDAZOLE-2-CARBALDEHYDE;1H-BENZIMIDAZOLE-2-CARBOXALDEHYDE, 5-CHLORO-;NSC129219;5-CHLORO-1H-BENZIMIDAZOLE-2-CARBALDEHYDE;5-CHLORO-1H-1,3-BENZODIAZOLE-2-CARBALDEHYDE;SCHEMBL1536850;CHEMBL4551266;DTXSID60299296;6-Chloro-2-formyl-1H-benzimidazole;AKOS005214663;AB08390;NSC 129219;NSC-129219;CS-0452082

Chemical Property of 5-Chloro-1H-benzo[D]imidazole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.78E-06mmHg at 25°C
• Boiling Point: 395.9°Cat760mmHg
• Flash Point: 193.2°C
• PSA: 45.75000
• Density: 1.521g/cm³
• LogP: 2.02880
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.0090405
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-1H-benzo[d]imidazole-2-carbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=N2)C=O

Technology Process of 5-Chloro-1H-benzo[D]imidazole-2-carbaldehyde

There total 4 articles about 5-Chloro-1H-benzo[D]imidazole-2-carbaldehyde 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:

5-chloro-(2-hydroxymethyl)benzimidazole → 6-Chlorbenzimidazol-2-aldehyd (39811-11-5)

Guidance literature:

With manganese(IV) oxide; In ethyl acetate; at 65 ℃; for 1h;

DOI:10.3390/molecules21111574

Reference yield:

4-Chloro-1,2-phenylenediamine (95-83-0) → 6-Chlorbenzimidazol-2-aldehyd (39811-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 5 h / 65 - 100 °C

2: manganese(IV) oxide / ethyl acetate / 1 h / 65 °C

With hydrogenchloride; manganese(IV) oxide; In water; ethyl acetate;

DOI:10.3390/molecules21111574

Reference yield:

bityl 2,2-dibutoxyacetate (6187-14-0) → 5-chloro-1H-benzimidazole-2-carbaldehyde (39811-11-5)

Guidance literature:

With sodium ethanolate; anschliessend Erhitzen mit 4-Chlor-o-phenylendiamin bis auf 150grad und Erwaermen des Reaktionsprodukts mit wss. Essigsaeure;

upstream raw materials:

bityl 2,2-dibutoxyacetate

4-Chloro-1,2-phenylenediamine

Refernces

• 1、 Wang, Xing,Chen, Yong-Fei,Yan, Wei,Cao, Ling-Ling,Ye, Yong-Hao. "Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi". . . Retrieved 2016/12/03.