[1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro-
• CAS No.: 92-89-7
• Molecular Formula: C13H9 N O4
• Molecular Weight: 243.219
• Hs Code.: 2916399090
• European Community (EC) Number: 202-201-0
• NSC Number: 210796
• UNII: LM5ZA4XV5M
• DSSTox Substance ID: DTXSID6059073
• Nikkaji Number: J39.594C
• Wikidata: Q72494530
• ChEMBL ID: CHEMBL109066
• Mol file: 92-89-7.mol

Synonyms:92-89-7;4-(4-nitrophenyl)benzoic acid;4'-Nitro[1,1'-biphenyl]-4-carboxylic acid;[1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro-;4'-Nitro-[1,1'-biphenyl]-4-carboxylic acid;4-(4'-nitrophenyl)benzoic acid;4'-Nitrobiphenyl-4-carboxylic acid;4-Nitro-4'-biphenylcarboxylic acid;4'-Nitro-biphenyl-4-carboxylic acid;4'-Nitrodiphenyl-4-carboxylic acid;4-Biphenylcarboxylic acid, 4'-nitro-;CHEMBL109066;(1,1'-Biphenyl)-4-carboxylic acid, 4'-nitro-;EINECS 202-201-0;MFCD00043911;NSC 210796;NSC-210796;4'-Nitro(1,1'-biphenyl)-4-carboxylic acid;NSC210796;LM5ZA4XV5M;4'-Nitro-[1,1'-biphenyl]-4-carboxylicacid;[1, 4'-nitro-;Oprea1_448442;SCHEMBL628405;DTXSID6059073;4-nitro-4'-biphenyl carboxylic acid;BDBM50060973;4''-Nitro-biphenyl-4-carboxylic acid;AKOS001593415;4'-nitro[1,1'-biphenyl]-4-carboxylsyre;4'-nitro-1,1'-biphenyl-4-carboxylic acid;4'-nitro[1,1-biphenyl]-4-carboxylic acid;CS-0157586;EU-0067976;FT-0657491;3X-0716;A844383

Chemical Property of [1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro-

Chemical Property:

• Melting Point: 350°
• Boiling Point: 450.2±28.0 °C(Predicted)
• PKA: 3.94±0.10(Predicted)
• Flash Point: 194.2oC
• PSA: 83.12000
• Density: 1.358±0.06 g/cm3(Predicted)
• LogP: 3.48320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 243.05315777
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)[N+](=O)[O-])C(=O)O
• Uses: 4''-Nitro[1,1''-biphenyl]-4-carboxylic Acid is an intermediate used in the synthesis of substituted biphenyl carboxylic acids, biphenylylacetic acids and aminobiphenyls.

Technology Process of [1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro-

There total 31 articles about [1,1'-Biphenyl]-4-carboxylic acid, 4'-nitro- 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%

4'-nitro-1,1'-biphenyl-4-carboxylic acid methyl ester (5730-75-6) → 4'-nitro-biphenyl-4-carboxylic acid (92-89-7)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 22h;

DOI:10.1039/b811985f

Reference yield: 90.0%

p-nitrobenzene iodide (636-98-6) + 4-carboxyphenylboronic acid (14047-29-1) → 4'-nitro-biphenyl-4-carboxylic acid (92-89-7)

Guidance literature:

With Na₂[Pd(BuHSS)]; caesium carbonate; In water; at 80 ℃; for 2h; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.8b02340

Reference yield: 89.0%

4-carboxyphenylboronic acid (14047-29-1) + para-nitrophenyl bromide (586-78-7) → 4'-nitro-biphenyl-4-carboxylic acid (92-89-7)

Guidance literature:

With Na₂[Pd(BuHSS)]; caesium carbonate; In water; at 80 ℃; for 2h; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.8b02340

upstream raw materials:

4-acetyl-4'-nitrobiphenyl

4-nitro-4'-methyl-1,1'-biphenyl

4-Cyclohexyl-4'-nitro-biphenyl

4-nitro-4’-(trifluoromethyl)biphenyl

Downstream raw materials:

trans-Mo₂(2,4,6-triisopropylbenzoate)2(O₂CBPhNO₂)2

C₁₉H₂₀N₂O₄

C₂₁H₁₈N₂O₃

C₁₉H₂₂N₂O₂

Refernces

• 1、 -. "Copper chelators". Paragraph 0039. . Retrieved 2015/11/09.
• 2、 Miura, Chihiro,Kiyama, Masahiro,Iwano, Satoshi,Ito, Kazuto,Obata, Rika,Hirano, Takashi,Maki, Shojiro,Niwa, Haruki. "Synthesis and luminescence properties of biphenyl-type firefly luciferin analogs with a new, near-infrared light-emitting bioluminophore". . p. 9726 - 9734. Retrieved 2013/10/22.