2-(4-Nitrophenyl)benzoic acid

Base Information

• Chemical Name: 2-(4-Nitrophenyl)benzoic acid
• CAS No.: 18211-41-1
• Molecular Formula: C13H9 N O4
• Molecular Weight: 243.21
• Hs Code.: 2916399090
• NSC Number: 86911
• DSSTox Substance ID: DTXSID40293030
• Nikkaji Number: J325.071G
• Wikidata: Q82031588
• Mol file: 18211-41-1.mol

Synonyms:18211-41-1;2-(4-nitrophenyl)benzoic acid;4'-Nitro-[1,1'-biphenyl]-2-carboxylic acid;4'-Nitro[1,1'-biphenyl]-2-carboxylic acid;4'-nitrobiphenyl-2-carboxylic acid;NSC86911;4'-Nitro-[1,1'-biphenyl]-2-carboxylicacid;NCIOpen2_005407;SCHEMBL2547080;DTXSID40293030;MFCD00445193;NSC-86911;STK267570;AKOS003243876;DA-0701;CS-0213433;FT-0680915;A880931;J-515855;4/'-NITRO[1,1/'-BIPHENYL]-2-CARBOXYLIC ACID;1-ISOPROPYLAMINO-CYCLOHEXANECARBOXYLICACIDHYDROCHLORIDE

Chemical Property of 2-(4-Nitrophenyl)benzoic acid

Chemical Property:

• Melting Point: 228-230°C
• Boiling Point: 420.4°Cat760mmHg
• Flash Point: 180.5°C
• PSA: 83.12000
• Density: 1.358g/cm³
• LogP: 3.48320
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 243.05315777
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)[N+](=O)[O-])C(=O)O
• Uses: 4''-Nitro-[1,1''-biphenyl]-2-carboxylic Acid is a useful compound for study of general and practical carboxyl-group-directed remote C-H oxygenation reactions of arenes.

Technology Process of 2-(4-Nitrophenyl)benzoic acid

There total 14 articles about 2-(4-Nitrophenyl)benzoic acid 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: 74.0%

2-carboxyphenylboronic acid (149105-19-1) + para-nitrophenyl bromide (586-78-7) → 4'-nitro-[1,1'-biphenyl]-2-carboxylic acid (18211-41-1)

Guidance literature:

With potassium carbonate; CyJohnPhos; palladium diacetate; In acetonitrile; at 90 ℃; for 20h;

DOI:10.1055/s-2002-31954

Reference yield: 14.0%

2-Biphenylcarboxylic acid (947-84-2) → 2'-nitro-biphenyl-2-carboxylic acid (17294-89-2) + 4'-nitro-[1,1'-biphenyl]-2-carboxylic acid (18211-41-1)

Guidance literature:

With aminosulfonic acid; nitric acid; at 50 - 60 ℃; for 1h;

Reference yield:

2-Methylphenylboronic acid (16419-60-6) → 4'-nitro-[1,1'-biphenyl]-2-carboxylic acid (18211-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / aq. NaOH; KMnO₄ / 3 h / 50 °C

2: 74 percent / aq. K₂CO₃; Cy₂P(bi-Ph) / Pd(OAc)2 / acetonitrile / 20 h / 90 °C

With sodium hydroxide; potassium permanganate; potassium carbonate; CyJohnPhos; palladium diacetate; In acetonitrile; 2: Suzuki coupling reaction;

DOI:10.1055/s-2002-31954

upstream raw materials:

bis-(2-carboxy-benzoyl)-peroxide

nitrobenzene

2-Biphenylcarboxylic acid

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

Downstream raw materials:

4'-aminobiphenyl-2-carboxylic acid

4',4'''-azoxy-bis-biphenyl-2-carboxylic acid

4'-hydroxy-1,1'-biphenyl-2-carboxylic acid

4'-Amino-biphenyl-2-carboxylic acid [4-(2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-amide