1-(3-BROMOPHENYL)-2-NITROPROPENE

Base Information

• Chemical Name: 1-(3-BROMOPHENYL)-2-NITROPROPENE
• CAS No.: 116272-75-4
• Molecular Formula: C9H8BrNO2
• Molecular Weight: 242.072
• Mol file: 116272-75-4.mol

Synonyms:(E)-1-bromo-3-(2-nitroprop-1-enyl)benzene;1-bromo-3-((E)-2-nitroprop-1-enyl)benzene;

Chemical Property of 1-(3-BROMOPHENYL)-2-NITROPROPENE

Chemical Property:

• Boiling Point: 322.2±25.0 °C(Predicted)
• PSA: 45.82000
• Density: 1.520±0.06 g/cm3(Predicted)
• LogP: 3.60980

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(3-BROMOPHENYL)-2-NITROPROPENE

There total 3 articles about 1-(3-BROMOPHENYL)-2-NITROPROPENE 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: 87.0%

Nitroethane (79-24-3) + m-bromobenzoic aldehyde (3132-99-8) → (E)-1-bromo-3-(2-nitroprop-1-en-1-yl)benzene (116272-75-4)

Guidance literature:

With (2-hydroxyethyl)ammonium formate; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6cc03539f

Reference yield:

1-m-Bromphenyl-2-nitropropan-1-ol (39220-97-8) → (E)-1-bromo-3-(2-nitroprop-1-en-1-yl)benzene (116272-75-4)

Guidance literature:

With 1H-imidazole; iodine; In dichloromethane; for 0.833333h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2013.07.146

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) → (E)-1-bromo-3-(2-nitroprop-1-en-1-yl)benzene (116272-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 0.17 h

2: 1H-imidazole; iodine / dichloromethane / 0.83 h

With 1H-imidazole; iodine; In dichloromethane; 1: |Henry Nitro Aldol Condensation;

DOI:10.1016/j.tetlet.2013.07.146

upstream raw materials:

Nitroethane

m-bromobenzoic aldehyde

1-m-Bromphenyl-2-nitropropan-1-ol

Downstream raw materials:

(R)-N-(1-(3-bromophenyl)propan-2-yl)acetamide

(E)-N-(1-(3-bromophenyl)prop-1-en-2-yl)acetamide

2-(3-bromophenyl)-3-methylimidazo[1,2-a]pyridine

Refernces

• 1、 Vidal-Albalat,?widerek,Izquierdo,Rodríguez,Moliner,González. "Catalytic enantioselective epoxidation of nitroalkenes". supporting information. p. 10060 - 10063. Retrieved 2016/08/15.
• 2、 Liu, Guodu,Liu, Xiangqian,Cai, Zhihua,Jiao, Guangjun,Xu, Guangqing,Tang, Wenjun. "Design of phosphorus ligands with deep chiral pockets: Practical Synthesis of chiral β-arylamines by asymmetric hydrogenation". supporting information. p. 4235 - 4238. Retrieved 2013/05/08.