4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde

Base Information

• Chemical Name: 4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde
• CAS No.: 924868-84-8
• Molecular Formula: C13H9NO3
• Molecular Weight: 227
• Hs Code.: 2913000090
• Mol file: 924868-84-8.mol

Synonyms:4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde;2-Formyl-4'-nitrobiphenyl, 2-(4-Nitrophenyl)benzaldehyde

Chemical Property of 4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde

Chemical Property:

• PSA: 62.89000
• LogP: 3.59750

Purity/Quality:

99% ^*data from raw suppliers

4''-Nitro[1,1''-biphenyl]-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde

There total 7 articles about 4'-Nitro-[1,1'-biphenyl]-2-carboxaldehyde 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: 95.0%

bis[2-(diethoxymethyl)phenyl]zinc (1256169-22-8) + para-nitrophenyl bromide (586-78-7) → 4'-nitro-[1,10-biphenyl]-2-carbaldehyde (924868-84-8)

Guidance literature:

With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 100 ℃; for 0.0833333h; In air;

DOI:10.1002/chem.201001201

Reference yield: 90.0%

p-nitrobenzene iodide (636-98-6) + 2-formylphenylboronic acid N-methyliminodiacetic acid ester → 4'-nitro-[1,10-biphenyl]-2-carbaldehyde (924868-84-8)

Guidance literature:

With potassium carbonate; In ethanol; water; for 5h; Reflux; Green chemistry;

DOI:10.1039/c4ra03586k

Reference yield: 83.0%

p-nitrobenzene iodide (636-98-6) + 2-formylbenzene boronic acid (40138-16-7) → 4'-nitro-[1,10-biphenyl]-2-carbaldehyde (924868-84-8)

Guidance literature:

With Cl₂Pd(Ph₃P)2; sodium carbonate; In water; dimethyl sulfoxide; at 85 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol802302x

upstream raw materials:

benzaldehyde

4-nitrophenylboronic acid

ortho-bromobenzaldehyde

p-nitrobenzene iodide

Downstream raw materials:

C₁₉H₁₂N₂O₂

Refernces

• 1、 Kutonova, Ksenia V.,Jung, Nicole,Trusova, Marina E.,Filimonov, Victor D.,Postnikov, Pavel S.,Br?se, Stefan. "Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water". . p. 1680 - 1688. Retrieved 2017/03/21.
• 2、 Da Silva, Joaquim F. M.,Yepes Perez, Andres F.,De Almeida, Natália P.. "Phosphine-Free Suzuki Cross-Coupling Reaction Using an Efficient and Reusable Pd Catalyst in an Aqueous Medium under Microwave Irradiation". supporting information. p. 1995 - 2004. Retrieved 2015/08/18.