Benzene,1-bromo-4-(2-nitroethenyl)-

Base Information

• Chemical Name: Benzene,1-bromo-4-(2-nitroethenyl)-
• CAS No.: 3156-37-4
• Molecular Formula: C8H6 Br N O2
• Molecular Weight: 228.045
• Mol file: 3156-37-4.mol

Synonyms:Styrene,p-bromo-b-nitro- (7CI,8CI);1-Bromo-4-(2-nitroethenyl)benzene; 1-Bromo-4-(2-nitrovinyl)benzene; 4-Bromo-b-nitrostyrene; NSC 121158;p-Bromo-b-nitrostyrene; p-Bromo-w-nitrostyrene

Chemical Property of Benzene,1-bromo-4-(2-nitroethenyl)-

Chemical Property:

• Boiling Point: 318.9°Cat760mmHg
• Flash Point: 146.7°C
• Density: 1.596g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene,1-bromo-4-(2-nitroethenyl)-

There total 25 articles about Benzene,1-bromo-4-(2-nitroethenyl)- 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%

nitromethane (75-52-5) + 4-bromo-benzaldehyde (1122-91-4) → 4-bromo-β-nitrostyrene (3156-37-4)

Guidance literature:

With pyrrolidine anchored in non-ordered mesoporous silica hybrid materials; In toluene; at 150 ℃; for 4h; Sealed tube;

DOI:10.1002/cctc.202101031

Reference yield: 96.0%

trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) → (E)-1-bromo-4-(2-nitrovinyl)benzene (3156-37-4,5153-71-9)

Guidance literature:

With chloro-trimethyl-silane; copper(II) nitrate trihydrate; In acetonitrile; at 100 ℃; for 2h; stereoselective reaction;

DOI:10.1016/j.tetlet.2017.06.017

Reference yield: 95.0%

1-bromo-4-ethenyl-benzene (2039-82-9) → (E)-1-bromo-4-(2-nitrovinyl)benzene (3156-37-4,5153-71-9)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; dipotassium peroxodisulfate; sodium nitrite; In 1,2-dichloro-ethane; at 100 ℃; for 24h; stereoselective reaction; Sealed tube;

DOI:10.1016/j.tetlet.2015.11.064

upstream raw materials:

1-bromo-4-ethenyl-benzene

nitromethane

4-bromo-benzaldehyde

[1-(4-Bromo-phenyl)-2-nitro-ethyl]-butyl-amine

Downstream raw materials:

4-{6-[1-(4-bromo-phenyl)-2-nitro-ethyl]-cyclohex-1-enyl}-morpholine

3-(4-Bromo-phenyl)-5,6,7,8-tetrahydro-3H-cyclohepta[b]furan-2,4-dione 2-oxime

3-(4-Bromo-phenyl)-3,5,6,7-tetrahydro-benzofuran-2,4-dione 2-oxime

1-bromo-4-(1,3-dinitropropan-2-yl)benzene

Refernces

• 1、 Llopis, Sebastián,Velty, Alexandra,Díaz, Urbano. "Active Base Hybrid Organosilica Materials based on Pyrrolidine Builder Units for Fine Chemicals Production". . p. 5012 - 5024. Retrieved 2021/10/19.
• 2、 Ni, Qijian,Wang, Xuyang,Zeng, Da,Wu, Qianling,Song, Xiaoxiao. "Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles". supporting information. p. 2273 - 2278. Retrieved 2021/04/05.