4-Bromo-4'-nitrobiphenyl

Base Information

• Chemical Name: 4-Bromo-4'-nitrobiphenyl
• CAS No.: 6242-98-4
• Molecular Formula: C12H8 Br N O2
• Molecular Weight: 278.105
• Hs Code.: 2904909090
• NSC Number: 32424
• DSSTox Substance ID: DTXSID70283606
• Nikkaji Number: J1.041.517I
• Wikidata: Q72448584
• Mol file: 6242-98-4.mol

Synonyms:4-bromo-4'-nitrobiphenyl;6242-98-4;4-Bromo-4'-nitro-1,1'-biphenyl;1-(4-bromophenyl)-4-nitrobenzene;4-BROMO-4'-NITRO-BIPHENYL;NSC32424;4-(4-bromophenyl)nitrobenzene;SCHEMBL2329450;AMY7346;DTXSID70283606;4'-bromo-4-nitro-1,1'-biphenyl;MFCD00024697;NSC 32424;NSC-32424;AKOS003598540;4-Bromo-4\'-nitro-1,1\'-biphenyl;BS-17306;CS-0157602;FT-0636038;C75934;A868473

Chemical Property of 4-Bromo-4'-nitrobiphenyl

Chemical Property:

• Melting Point: 173 °C
• Boiling Point: 386.9±17.0 °C(Predicted)
• Flash Point: 187.8oC
• PSA: 45.82000
• Density: 1.521±0.06 g/cm3(Predicted)
• LogP: 4.54750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 276.97384
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-4''-nitrobiphenyl ^*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)Br)[N+](=O)[O-]

Technology Process of 4-Bromo-4'-nitrobiphenyl

There total 21 articles about 4-Bromo-4'-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-Bromophenylboronic acid (5467-74-3) + para-nitrophenyl bromide (586-78-7) → 4'-bromo-4-nitrobiphenyl (6242-98-4)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 90 ℃; for 1.5h; Catalytic behavior;

DOI:10.1002/aoc.5172

Reference yield: 93.0%

o-benzenedisulfonimide (4482-01-3) + 4-nitrophenylboronic acid (24067-17-2) + 4-bromo-aniline (106-40-1) → 4'-bromo-4-nitrobiphenyl (6242-98-4)

Guidance literature:

o-benzenedisulfonimide; 4-bromo-aniline; With acetic acid; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

With isopentyl nitrite; for 0.166667h; Inert atmosphere;

4-nitrophenylboronic acid; With bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); caesium carbonate; In tetrahydrofuran; at 20 ℃; for 3.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.08.018

Reference yield: 80.0%

4-bromo-1,1'-biphenyl (92-66-0) → 4'-bromo-4-nitrobiphenyl (6242-98-4)

Guidance literature:

With sulfuric acid; nitric acid; In acetic acid; at 750 ℃; for 4h;

upstream raw materials:

4-bromo-1,1'-biphenyl

1-phenyl-4-nitrobenzene

4-amino-4'-nitrobiphenyl

4-bromobenzenediazonium tetrafluoroborate

Downstream raw materials:

5-(4-bromo-phenyl)-3-phenyl-benzo[c]isoxazole

4-Bromobenzoic acid

4-nitro-benzoic acid

4-nitro-4''-amino-p-terphenyl

Refernces

• 1、 Meng, Xiangzhi,Klaasen, Henning,Viergutz, Lena,Schulze Lammers, Bertram,Witteler, Melanie C.,M?nig, Harry,Amirjalayer, Saeed,Liu, Lacheng,Neugebauer, Johannes,Gao, Hong-Ying,Studer, Armido,Fuchs, Harald. "Azo bond formation on metal surfaces". supporting information. p. 1458 - 1464. Retrieved 2020/12/14.
• 2、 Antenucci, Achille,Barbero, Margherita,Dughera, Stefano,Ghigo, Giovanni. "Copper catalysed Gomberg-Bachmann-Hey reactions of arenediazonium tetrafluoroborates and heteroarenediazonium o-benzenedisulfonimides. Synthetic and mechanistic aspects". . . Retrieved 2020/10/20.