1-(2,2-DibroMovinyl)-2-nitrobenzene

Base Information

• Chemical Name: 1-(2,2-DibroMovinyl)-2-nitrobenzene
• CAS No.: 253684-24-1
• Molecular Formula: C8H5Br2NO2
• Molecular Weight: 306.941
• Mol file: 253684-24-1.mol

Synonyms:2-(2-nitrophenyl)-1,1-dibromoethene;1-(2,2-DIBROMOVINYL)-2-NITROBENZENE;1,1-dibromo-2-(2-nitrophenyl)ethene;

Chemical Property of 1-(2,2-DibroMovinyl)-2-nitrobenzene

Chemical Property:

• PSA: 45.82000
• LogP: 4.20620

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(2,2-DibroMovinyl)-2-nitrobenzene

There total 7 articles about 1-(2,2-DibroMovinyl)-2-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: 97.0%

carbon tetrabromide (558-13-4) + 2-nitro-benzaldehyde (552-89-6) → 1-(2,2-dibromovinyl)-2-nitrobenzene (253684-24-1)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2011.02.037

Reference yield: 93.0%

2-nitro-benzaldehyde (552-89-6) → 1-(2,2-dibromovinyl)-2-nitrobenzene (253684-24-1)

Guidance literature:

With triphenylphosphine monolith functionalized with carbon tetrabromide; In dichloromethane; at 0 ℃; under 5171.62 Torr; Flow reactor;

DOI:10.3762/bjoc.9.207

Reference yield:

carbon tetrabromide (558-13-4) + 2-nitro-benzaldehyde hydrazone (3718-21-6) → 1-(2-bromoethynyl)-2-nitrobenzene + 1-(2,2-dibromovinyl)-2-nitrobenzene (253684-24-1)

Guidance literature:

With copper(I) chloride; ammonium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1055/s-2001-18055

upstream raw materials:

carbon tetrabromide

2-nitro-benzaldehyde

2-nitro-benzaldehyde hydrazone

anthranilic acid

Downstream raw materials:

1-nitro-2-phenylethynyl-benzene

1-((Z)-2-Bromo-2-phenyl-vinyl)-2-nitro-benzene

4-bromo-3-methyl-5-(2-nitrophenyl)-3-phenyl-3H-pyrazole

N-(4-bromobenzyl)-N-(1H-indol-2-yl)-4-methylbenzenesulfonamide

Refernces

• 1、 Driver, Tom G.,Sung, Siyoung,Wink, Donald J.,Zadrozny, Joseph M.,Zhao, Yingwei,Zhu, Haoran. "Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles". supporting information. p. 19207 - 19213. Retrieved 2021/08/09.
• 2、 Leonel, Guilherme,Back, Davi F.,Zeni, Gilson. "Synthesis of 3-Substituted Chalcogenophene-Fused Indoles from 2-Alkynylindoles". . p. 585 - 593. Retrieved 2019/12/24.