4-Hydroxy-2'-nitrobiphenyl

Base Information

• Chemical Name: 4-Hydroxy-2'-nitrobiphenyl
• CAS No.: 51264-59-6
• Molecular Formula: C12H9NO3
• Molecular Weight: 215.208
• Hs Code.: 2907199090
• European Community (EC) Number: 679-960-3
• DSSTox Substance ID: DTXSID40573869
• Nikkaji Number: J256.576E
• Wikidata: Q82462717
• Mol file: 51264-59-6.mol

Synonyms:4-Hydroxy-2'-nitrobiphenyl;51264-59-6;4-(2-Nitrophenyl)phenol;2'-Nitro-[1,1'-biphenyl]-4-ol;2'-Nitrobiphenyl-4-ol;20281-23-6;4'-hydroxy-2-nitrobiphenyl;SCHEMBL3555427;DTXSID40573869;NRRCMTITSCFYOH-UHFFFAOYSA-N;2'-Nitro[1,1'-biphenyl]-4-ol;BCA26459;MFCD00143326;AKOS022255609;AS-59850;CS-0317705;H0753;D90943

Chemical Property of 4-Hydroxy-2'-nitrobiphenyl

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 115 °C
• Refractive Index: 1.638
• Boiling Point: 371.547oC at 760 mmHg
• Flash Point: 161.106oC
• PSA: 66.05000
• Density: 1.304g/cm3
• LogP: 3.49060
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 215.058243149
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-2''-nitrobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Hydroxy-2'-nitrobiphenyl

There total 6 articles about 4-Hydroxy-2'-nitrobiphenyl 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-iodo-3-nitrophenol (113305-56-9) + phenylboronic acid (98-80-6) → 4-hydroxy-2-nitrobiphenyl (51264-59-6)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 90 ℃; for 2h; Inert atmosphere;

Reference yield: 77.0%

4-methoxy-2-nitro-1,1'-biphenyl (16098-16-1) → 4-hydroxy-2-nitrobiphenyl (51264-59-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo0503299

Reference yield:

4-bromo-3-nitroanizole (5344-78-5) → 4-hydroxy-2-nitrobiphenyl (51264-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / K₂CO₃; Pd(PPh₃)4 / toluene; H₂O / 18 h / Heating

2: 77 percent / BBr₃ / CH₂Cl₂ / 5 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; potassium carbonate; In dichloromethane; water; toluene; 1: Suzuki-Miyaura cross coupling;

DOI:10.1021/jo0503299

upstream raw materials:

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

4-bromo-3-nitroanizole

phenylboronic acid

biphenyl 4-yl benzoate

Downstream raw materials:

2-hydroxycarbazole

Refernces

• 1、 -. "QUATERNARY AMMONIUM SALT COMPOUNDS". Page/Page column 37. . Retrieved 2012/03/10.