4-Bromo-2-ethenyl-1-nitrobenzene

Base Information

• Chemical Name: 4-Bromo-2-ethenyl-1-nitrobenzene
• CAS No.: 112768-01-1
• Molecular Formula: C8H6BrNO2
• Molecular Weight: 228.045
• DSSTox Substance ID: DTXSID40549963
• Wikidata: Q82429166
• Mol file: 112768-01-1.mol

Synonyms:4-Bromo-2-ethenyl-1-nitrobenzene;112768-01-1;SCHEMBL16951426;DTXSID40549963

Chemical Property of 4-Bromo-2-ethenyl-1-nitrobenzene

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 226.95819
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=C(C=CC(=C1)Br)[N+](=O)[O-]

Technology Process of 4-Bromo-2-ethenyl-1-nitrobenzene

There total 12 articles about 4-Bromo-2-ethenyl-1-nitrobenzene 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: 84.0%

2-(5-Chloro-2-nitro-benzylidene)-malonic acid (86209-36-1) → 6-bromo-2H-chromen-2-one (19063-55-9) + 4-bromo-1-nitro-2-vinylbenzene (112768-01-1)

Guidance literature:

With copper; In quinoline; for 0.166667h; Heating;

Reference yield: 81.0%

tri-n-butyl(vinyl)tin (7486-35-3) + 5-bromo-1-nitrophenyl trifluoromethanesulfonate → 4-bromo-1-nitro-2-vinylbenzene (112768-01-1)

Guidance literature:

With 2,6-diisopropylphenol; triphenylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; for 15.5h; Heating;

DOI:10.1021/jo970516+

Reference yield: 74.0%

tri-n-butyl(vinyl)tin (7486-35-3) + 5-bromo-1-nitrophenyl trifluoromethanesulfonate → 2,4-diethenyl-nitrobenzene + 3-ethenyl-6-nitrophenyl trifluoromethanesulfonate + 4-bromo-1-nitro-2-vinylbenzene (112768-01-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; for 24h; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2018.02.051

upstream raw materials:

2-(5-Chloro-2-nitro-benzylidene)-malonic acid

2-(5-Bromo-2-nitro-benzylidene)-malonic acid

tri-n-butyl(vinyl)tin

[(E)-2-(5-bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine