1-Nitro-4-(1-phenylethenyl)benzene

Base Information

• Chemical Name: 1-Nitro-4-(1-phenylethenyl)benzene
• CAS No.: 22057-84-7
• Molecular Formula: C14H11NO2
• Molecular Weight: 225.247
• DSSTox Substance ID: DTXSID90525292
• Nikkaji Number: J1.307.273F
• Wikidata: Q82392785
• Mol file: 22057-84-7.mol

Synonyms:1-Nitro-4-(1-phenylethenyl)benzene;22057-84-7;SCHEMBL10887019;DTXSID90525292

Chemical Property of 1-Nitro-4-(1-phenylethenyl)benzene

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Nitro-4-(1-phenylethenyl)benzene

There total 27 articles about 1-Nitro-4-(1-phenylethenyl)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: 97.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + para-nitrophenyl triflate (17763-80-3) → 1-(4-nitrophenyl)-1-phenylethylene (22057-84-7)

Guidance literature:

With hexamethylenetetramine; 1,1'-bis[di(1-naphthyl)phosphino]ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201203646

Reference yield: 93.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + p-nitrobenzene iodide (636-98-6) → trans-4-nitrostilbene (1694-20-8) + 1-(4-nitrophenyl)-1-phenylethylene (22057-84-7)

Guidance literature:

With Pd₄Cl₈(PzTB)2; triethylamine; In N,N-dimethyl-formamide; at 120 ℃; for 3.5h;

DOI:10.1016/j.jorganchem.2011.02.016

Reference yield: 89.8%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + para-nitrophenyl bromide (586-78-7) → trans-4-nitrostilbene (1694-20-8) + 1-(4-nitrophenyl)-1-phenylethylene (22057-84-7)

Guidance literature:

With sodium acetate; [Pd(NH₃)4]⁽²⁺⁾-loaded NaY; In N,N-dimethyl acetamide; at 140 ℃; for 20h;

DOI:10.1016/S0022-328X(99)00080-7

upstream raw materials:

4-nitrobenzophenone

Methylenetriphenylphosphorane

1-(trimethylsilyl)-2-phenylethene

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

4-nitrobenzophenone

(E)-1-nitro-4-(3,3,3-trifluoro-1-phenylprop-1-en-1-yl)benzene