1-(4-BROMOPHENYL)-2-NITROPROPENE

Base Information

• Chemical Name: 1-(4-BROMOPHENYL)-2-NITROPROPENE
• CAS No.: 131981-75-4
• Molecular Formula: C9H8BrNO2
• Molecular Weight: 242.072
• Mol file: 131981-75-4.mol

Synonyms:1-(4-BROMOPHENYL)-2-NITROPROPENE;4'-BROMO-BETA-METHYL-BETA-NITROSTYRENE;(E)-1-bromo-4-(2-nitroprop-1-en-1-yl)benzene

Chemical Property of 1-(4-BROMOPHENYL)-2-NITROPROPENE

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 93-95 °C(Solv: methanol (67-56-1))
• Boiling Point: 322.93°C at 760 mmHg
• Flash Point: 149.103°C
• PSA: 45.82000
• Density: 1.521g/cm³
• LogP: 3.60980
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(E)-1-Bromo-4-(2-nitroprop-1-en-1-yl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-BROMOPHENYL)-2-NITROPROPENE

There total 6 articles about 1-(4-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: 85.0%

Nitroethane (79-24-3) + 4-bromo-benzaldehyde (1122-91-4) → (E)-1-bromo-4-(2-nitroprop-1-en-1-yl)benzene (131981-75-4)

Guidance literature:

With phenolformaldehyde-based ethylenediamine-modified polymer; at 90 ℃; for 6h;

DOI:10.1016/j.tet.2008.04.100

Reference yield: 62.0%

Nitroethane (79-24-3) + 4-bromobenzenemethanol (873-75-6) → (E)-1-bromo-4-(2-nitroprop-1-en-1-yl)benzene (131981-75-4)

Guidance literature:

With but-2-enenitrile; carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); piperdinium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; for 8h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.200800338

Reference yield: 54.0%

Nitroethane (79-24-3) + 4-bromo-benzaldehyde (1122-91-4) → 4-bromobenzenecarbonitrile (623-00-7) + 4-bromobenzaldehyde oxime (25062-46-8,40979-16-6,34158-73-1) + (E)-1-bromo-4-(2-nitroprop-1-en-1-yl)benzene (131981-75-4)

Guidance literature:

With ammonium acetate; In acetic acid; at 50 ℃; for 3h; under 7500600 Torr;

DOI:10.1007/BF00965433

upstream raw materials:

Nitroethane

4-bromo-benzaldehyde

4-bromobenzenemethanol

Downstream raw materials:

4-bromophenyl acetone

(±)-1-(4-bromophenyl)propan-2-amine

p-bromophenylacetone oxime

1-phenylpropan-2-one oxime

Refernces

• 1、 Akula, Pavan Sudheer,Hong, Bor-Cherng,Lee, Gene-Hsiang. "Catalyst- and Substituent-Controlled Switching of Chemoselectivity for the Enantioselective Synthesis of Fully Substituted Cyclobutane Derivatives via 2 + 2 Annulation of Vinylogous Ketone Enolates and Nitroalkene". supporting information. p. 7835 - 7839. Retrieved 2019/01/04.
• 2、 Vidal-Albalat,?widerek,Izquierdo,Rodríguez,Moliner,González. "Catalytic enantioselective epoxidation of nitroalkenes". supporting information. p. 10060 - 10063. Retrieved 2016/08/15.