1-(4-Methoxyphenyl)-1H-imidazole

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)-1H-imidazole
• CAS No.: 10040-95-6
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2933290090
• European Community (EC) Number: 625-159-9
• DSSTox Substance ID: DTXSID70275788
• Nikkaji Number: J239.031K
• ChEMBL ID: CHEMBL1537071
• Mol file: 10040-95-6.mol

Synonyms:1-(4-Methoxyphenyl)-1H-imidazole;1-(4-Methoxyphenyl)imidazole;10040-95-6;n-(4-methoxyphenyl)imidazole;1H-imidazole, 1-(4-methoxyphenyl)-;1-(4-methoxy-phenyl)-1h-imidazole;4-(Imidazol-1-yl)anisole;4-(imidazol-1-yl)-anisole;MLS000420300;SCHEMBL285074;IFLab1_000959;CHEMBL1537071;SCHEMBL12015230;DTXSID70275788;HMS1414L13;HMS2664D03;MFCD00060492;1-(4-Methoxyphenyl)-1H-imidazole #;AKOS015851839;NCGC00246599-01;AS-62021;SMR000322844;1-(4-Methoxyphenyl)-1H-imidazole, 98%;CS-0186258;FT-0616789;J-640090;J-800093

Chemical Property of 1-(4-Methoxyphenyl)-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.000741mmHg at 25°C
• Melting Point: 59-67 °C(lit.)
• Refractive Index: 1.57
• Boiling Point: 316.9 °C at 760 mmHg
• PKA: 5.70±0.10(Predicted)
• Flash Point: 145.4 °C
• PSA: 27.05000
• Density: 1.1g/cm³
• LogP: 1.88090
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(4-Methoxyphenyl)imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N2C=CN=C2

Technology Process of 1-(4-Methoxyphenyl)-1H-imidazole

There total 28 articles about 1-(4-Methoxyphenyl)-1H-imidazole 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: 99.0%

1H-imidazole (288-32-4) + 4-methoxyphenylboronic acid (5720-07-0) → 1-(4-methoxyphenyl)-1H-imidazole (10040-95-6)

Guidance literature:

With [Cu₃₀I₁₆(5-methyl-4-(p-tolyl)pyrimidine-2-thiolato)₁₂(μ₁₀-S₄)]; In methanol; for 5h; Temperature; Reagent/catalyst; Reflux;

DOI:10.1039/c2cc36736j

Reference yield: 99.0%

1H-imidazole (288-32-4) + para-iodoanisole (696-62-8) → 1-(4-methoxyphenyl)-1H-imidazole (10040-95-6)

Guidance literature:

With potassium phosphate; copper(l) iodide; N-((4-nitro-1-oxy-pyridin-2-yl)methyl)oxalamic acid; In dimethyl sulfoxide; at 90 ℃; for 48h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1039/c5ob00045a

Reference yield: 95.0%

1H-imidazole (288-32-4) + 4-chloromethoxybenzene (623-12-1) → 1-(4-methoxyphenyl)-1H-imidazole (10040-95-6)

Guidance literature:

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

DOI:10.1021/jo901462g

upstream raw materials:

1H-imidazole

1-bromo-4-methoxy-benzene

4-methoxyphenylboronic acid

para-iodoanisole

Downstream raw materials:

1,2-bis(4-methoxyphenyl)-1H-imidazole

1-(4-methoxyphenyl)-3-hexyl-1H-imidazolium bromide

3-hexyl-1-(4-methoxyphenyl)-1H-imidazol-3-ium bis(trifluoromethylsulfonyl)imide

1-(4-methoxyphenyl)-3-propyl-1H-imidazolium bromide

Refernces

• 1、 Chouhan, Gagan,Wang, Dashan,Alper, Howard. "Magnetic nanoparticle-supported proline as a recyclable and recoverable ligand for the CuI catalyzed arylation of nitrogen nucleophiles". . p. 4809 - 4811. Retrieved 2007.
• 2、 Gogoi, Ankur,Sarmah, Gayatri,Dewan, Anindita,Bora, Utpal. "Unique copper-salen complex: An efficient catalyst for N-arylations of anilines and imidazoles at room temperature". . p. 31 - 35. Retrieved 2014.
• 3、 Huang, Qiang,Zhou, Limei,Jiang, Xiaohui,Qi, Xiaolong,Wang, Zhonghua,Lang, Wencheng. "Recyclable hydrophobic copper (II) phthalocyanine catalyzed N-arylation of imidazoles in dimethylsulfoxide". . p. 1818 - 1824. Retrieved 2014.
• 4、 Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Alikarami, Mohammad. "Highly efficient copper-catalyzed formation of N-aryl diazoles using KF/A12O3". . p. 2124 - 2126. Retrieved 2006.
• 5、 Hajipour, Abdol R.,Check, Maryam,Khorsandi, Zahra. "Copper immobilized on magnetite nanoparticles coated with ascorbic acid: An efficient and reusable catalyst for C─N and C─O cross-coupling reactions". . . Retrieved 2017.
• 6、 Veisi, Hojat,Neyestani, Narges,Pirhayati, Mozhgan,Ahany Kamangar, Sheida,Lotfi, Shahram,Tamoradi, Taiebeh,Karmakar, Bikash. "Copper nanoparticle anchored biguanidine-modified Zr-UiO-66 MOFs: a competent heterogeneous and reusable nanocatalyst in Buchwald-Hartwig and Ullmann type coupling reactions". . p. 22278 - 22286. Retrieved 2021.
• 7、 Kiyomori, Ayumu,Marcoux, Jean-Francois,Buchwald, Stephen L.. "An efficient copper-catalyzed coupling of aryl halides with imidazoles". . p. 2657 - 2660. Retrieved 1999.
• 8、 Sreedhar,Arundhathi,Reddy, P. Linga,Kantam, M. Lakshmi. "CuI nanoparticles for C-N and C-O cross coupling of heterocyclic amines and phenols with chlorobenzenes". . p. 7951 - 7954. Retrieved 2009.
• 9、 Yadav, Kumar Karitkey,Narang, Uma,Bhattacharya, Soumee,Chauhan, Shive M.S.. "CopperII phthalocyanine as an efficient and reusable catalyst for the N-arylation of nitrogen containing heterocycles". . p. 3044 - 3048. Retrieved 2017.
• 10、 Kantam, M. Lakshmi,Venkanna, Gopaldasu T.,Sridhar, Chidara,Sreedhar, Bojja,Choudary, Boyapati M.. "An efficient base-free N-arylation of imidazoles and amines with arylboronic acids using copper-exchanged fluorapatite". . p. 9522 - 9524. Retrieved 2006.