1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene

Base Information

• Chemical Name: 1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene
• CAS No.: 1996-67-4
• Molecular Formula: C14H10FNO2
• Molecular Weight: 243.237
• DSSTox Substance ID: DTXSID70711398
• Mol file: 1996-67-4.mol

Synonyms:1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene;4-Fluoro-4'-Nitrostilbene;1996-67-4;DTXSID70711398;WRHNZXUGMMDILA-UHFFFAOYSA-N;4-[2-(4-Fluoro-phenyl)-vinyl]-1-nitro-benzene

Chemical Property of 1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 243.06955672
• Heavy Atom Count: 18
• Complexity: 297

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC2=CC=C(C=C2)F)[N+](=O)[O-]

Technology Process of 1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene

There total 10 articles about 1-Fluoro-4-[2-(4-nitrophenyl)ethenyl]benzene 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: 96.0%

para-fluorostyrene (405-99-2) + para-nitrophenyl bromide (586-78-7) → (E)-4-fluoro-1-(4″-nitrostyryl)benzene (1996-67-4,64583-15-9,24959-65-7)

Guidance literature:

With 2BF₄^(1-)*C₄₂H₃₈Fe₂N₆O₂Pd₂^(2-); In water; N,N-dimethyl-formamide; at 100 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201001960

Reference yield: 91.0%

diethyl p-nitrobenzylphosphonate (2609-49-6) + 4-fluorobenzaldehyde (459-57-4) → 4'-fluoro-4-nitrostilbene (1996-67-4)

Guidance literature:

diethyl p-nitrobenzylphosphonate; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 1.5h;

4-fluorobenzaldehyde; In DMF (N,N-dimethyl-formamide); at -10 - 20 ℃; for 0.75h;

Reference yield: 90.0%

para-fluorostyrene (405-99-2) + 4-chlorobenzonitrile (100-00-5) → 4'-fluoro-4-nitrostilbene (1996-67-4)

Guidance literature:

With PdCl₂(C₃H₃N₂(CH₃))(C₃H₂N₂(C₆H₃(C₃H₇)2)2); tetrabutylammomium bromide; caesium carbonate; at 140 ℃; for 12h; Sealed tube;

DOI:10.3762/bjoc.8.222

upstream raw materials:

1-methyl-4-nitrobenzene

4-fluorobenzaldehyde

4-nitrobenzeneacetic acid

diethyl p-nitrobenzylphosphonate

Downstream raw materials:

4-Fluor-4'-nitrobibenzyl

4-[2-(4-fluoro-phenyl)-vinyl]-phenylamine