2-(1H-imidazol-1-yl)benzaldehyde

Base Information

• Chemical Name: 2-(1H-imidazol-1-yl)benzaldehyde
• CAS No.: 151055-86-6
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID70439545
• Wikidata: Q82255518
• Mol file: 151055-86-6.mol

Synonyms:151055-86-6;2-(1H-imidazol-1-yl)benzaldehyde;2-IMIDAZOL-1-YL-BENZALDEHYDE;2-imidazol-1-ylbenzaldehyde;2-lmidazol-1-yl-benzaldehyde;Benzaldehyde,2-(1H-imidazol-1-yl)-;2-(1-imidazolyl)benzaldehyde;SCHEMBL613175;2-(imidazol-1-yl)benzaldehyde;AMY4637;DTXSID70439545;LTTDLYLKYXGCBJ-UHFFFAOYSA-N;MFCD05864671;AKOS000260110;GS-5974;NCGC00322809-01;CS-0213419;FT-0601884;EN300-62224;AB01318919-02;A809112;Z335440064

Chemical Property of 2-(1H-imidazol-1-yl)benzaldehyde

Chemical Property:

• Appearance/Colour: Light yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 316.5 °C at 760 mmHg
• PKA: 5.05±0.10(Predicted)
• Flash Point: 145.2 °C
• PSA: 34.89000
• Density: 1.15 g/cm³
• LogP: 1.68480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

90.0%Min ^*data from raw suppliers

2-Imidazol-1-yl-benzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)N2C=CN=C2

Technology Process of 2-(1H-imidazol-1-yl)benzaldehyde

There total 6 articles about 2-(1H-imidazol-1-yl)benzaldehyde 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-<2-(1H-imidazol-1-yl)phenyl>-1,3-dioxolane (151055-84-4) → 2-(1H-imidazol-1-yl)benzaldehyde (151055-86-6)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201301507

Reference yield: 99.0%

1H-imidazole (288-32-4) + 2-chloro-benzaldehyde (89-98-5) → 2-(1H-imidazol-1-yl)benzaldehyde (151055-86-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 - 110 ℃;

DOI:10.1021/jo901462g

Reference yield: 77.0%

1H-imidazole (288-32-4) + ortho-bromobenzaldehyde (6630-33-7) → 2-(1H-imidazol-1-yl)benzaldehyde (151055-86-6)

Guidance literature:

With 1,2,3,4-tetrahydroquinolin-8-ol; caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo8015488

upstream raw materials:

2-<2-(1H-imidazol-1-yl)phenyl>-1,3-dioxolane

2-(2-bromophenyl)-1,3-dioxolan

1H-imidazole

ortho-bromobenzaldehyde

Downstream raw materials:

4-chloro-6-[2,2,2-trifluoro-1-(2-imidazol-1-yl-phenyl)ethoxy]pyrimidin-2-ylamine

imidazole

imidazole

3-ethyl-1-(2-(3-isopropoxy-2-(isopropoxycarbonyl)-3-oxoprop-1-en-1-yl)phenyl)-1H-imidazol-3-ium iodide

Refernces

• 1、 Sivakami,Babu, S. Ganesh,Dhanuskodi,Karvembu. "Magnetically retrievable lepidocrocite supported copper oxide nanocatalyst (Fe-CuO) for N-arylation of imidazole". . p. 8571 - 8578. Retrieved 2015/03/03.
• 2、 Li, Zhenghua,Kumar, Amit,Vachhani, Dipak D.,Sharma, Sunil K.,Parmar, Virinder S.,Van Der Eycken, Erik V.. "Regioselective synthesis of diversely substituted diazoninones through a post-Ugi gold-catalyzed intramolecular hydroarylation process". supporting information. p. 2084 - 2091. Retrieved 2014/04/17.