4-(2-Nitrophenyl)benzaldehyde

Base Information

• Chemical Name: 4-(2-Nitrophenyl)benzaldehyde
• CAS No.: 169188-17-4
• Molecular Formula: C13H9NO3
• Molecular Weight: 227.219
• Mol file: 169188-17-4.mol

Synonyms:4-(2-Nitrophenyl)benzaldehyde

Chemical Property of 4-(2-Nitrophenyl)benzaldehyde

Chemical Property:

• Melting Point: 101 °C
• Boiling Point: 389.6±25.0 °C(Predicted)
• PSA: 62.89000
• Density: 1.274±0.06 g/cm3(Predicted)
• LogP: 3.59750

Purity/Quality:

98%min ^*data from raw suppliers

2'-Nitrobiphenyl-4-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-Nitrophenyl)benzaldehyde

There total 13 articles about 4-(2-Nitrophenyl)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: 93.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 4-bromo-benzaldehyde (1122-91-4) → 2'-nitro-1,1'-biphenyl-4-carboxaldehyde (169188-17-4)

Guidance literature:

ortho-nitrobenzoic acid; With copper(II) carbonate; In various solvent(s); at 120 ℃; for 0.5h;

4-bromo-benzaldehyde; With potassium fluoride; palladium acetylacetonate; iso-propyldiphenylphoshine; In various solvent(s); at 120 ℃; for 24h; Further stages.;

DOI:10.1021/ja068993+

Reference yield: 87.0%

4-bromo-benzaldehyde (1122-91-4) + potassium o-nitrobenzoate (15163-59-4) → 2'-nitro-1,1'-biphenyl-4-carboxaldehyde (169188-17-4)

Guidance literature:

With palladium(II) acetylacetonate; (1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate; In 1,3,5-trimethyl-benzene; at 150 - 175 ℃; for 16h; Inert atmosphere;

DOI:10.15227/orgsyn.085.0196

Reference yield: 80.0%

4-formylphenylboronic acid, (87199-17-5) + 2-Chloronitrobenzene (88-73-3) → 2'-nitro-1,1'-biphenyl-4-carboxaldehyde (169188-17-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate; In methanol; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/ejoc.201501487

upstream raw materials:

4-methyl-2'-nitrobiphenyl

tetrachloromethane

4-Phenylbenzaldehyde

ortho-nitrobenzoic acid

Downstream raw materials:

9H-carbazole-2-carboxaldehyde

4-(amino phenyl) phenyl methanone

Refernces

• 1、 Qu, Zhonghua,Wang, Pu,Chen, Xing,Deng, Guo-Jun,Huang, Huawen. "Visible-light-driven Cadogan reaction". supporting information. p. 2582 - 2586. Retrieved 2021/03/09.
• 2、 Yan, Meng-Qi,Yuan, Jia,Lan, Fang,Zeng, Si-Hao,Gao, Meng-Yue,Liu, Sheng-Hua,Chen, Jian,Yu, Guang-Ao. "An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading". supporting information. p. 3924 - 3929. Retrieved 2017/07/10.