Methyl 2-(3-nitrophenyl)benzoate

Base Information

• Chemical Name: Methyl 2-(3-nitrophenyl)benzoate
• CAS No.: 83527-96-2
• Molecular Formula: C14H11NO4
• Molecular Weight: 257.24
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70470953
• Wikidata: Q82299272
• Mol file: 83527-96-2.mol

Synonyms:Methyl 2-(3-nitrophenyl)benzoate;83527-96-2;Methyl 3'-nitro-[1,1'-biphenyl]-2-carboxylate;Methyl3'-nitro-[1,1'-biphenyl]-2-carboxylate;SCHEMBL6432585;DTXSID70470953;XRVFDDFISPMXHE-UHFFFAOYSA-N;MFCD06803020;AKOS004117255;BS-24350;CS-0210928;3'-Nitro-[1,1'-biphenyl]-2-carboxylic acid methyl ester

Chemical Property of Methyl 2-(3-nitrophenyl)benzoate

Chemical Property:

• PSA: 72.12000
• LogP: 3.57160
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.06880783
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

97% ^*data from raw suppliers

Methyl3'-nitro-[1,1'-biphenyl]-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C2=CC(=CC=C2)[N+](=O)[O-]

Technology Process of Methyl 2-(3-nitrophenyl)benzoate

There total 6 articles about Methyl 2-(3-nitrophenyl)benzoate 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%

2-bromobenzoic acid methyl ester (610-94-6) + m-nitrobenzene boronic acid (13331-27-6) → methyl 3’-nitro-[1,1’-biphenyl]-2-carboxylate (83527-96-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; at 85 ℃;

DOI:10.1021/jm0509445

Reference yield: 65.0%

o-iodo-methyl-benzoic acid (610-97-9) + m-nitrobenzene boronic acid (13331-27-6) → methyl 3’-nitro-[1,1’-biphenyl]-2-carboxylate (83527-96-2)

Guidance literature:

With sodium hydrogencarbonate; In water; at 80 ℃; for 14h; Green chemistry;

DOI:10.1039/c3gc41672k

Reference yield:

2-Iodobenzoic acid (88-67-5) → methyl 3’-nitro-[1,1’-biphenyl]-2-carboxylate (83527-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 8 h / 80 °C

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 12 h / 100 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; potassium carbonate; In 1,4-dioxane; water;

DOI:10.1021/acs.joc.1c01742

upstream raw materials:

benzoic acid methyl ester

3-nitrobenzenediazonium

3'-nitro-[1,1'-biphenyl]-2-carboxylic acid

nitrobenzene

Downstream raw materials:

3'-nitro-[1,1'-biphenyl]-2-carboxylic acid

3'-amino-biphenyl-2-carboxylic acid

2-carboxy-3'-cyanobiphenyl

bis-(3'-nitro-biphenyl-2-carbonyl)-peroxide