2-(4-bromophenyl)-1-nitropropene

Base Information

• Chemical Name: 2-(4-bromophenyl)-1-nitropropene
• CAS No.: 119880-57-8
• Molecular Formula: C₉H₈BrNO₂
• Molecular Weight: 242.072
• Mol file: 119880-57-8.mol

Synonyms:2-(4-bromophenyl)-1-nitropropene

Chemical Property of 2-(4-bromophenyl)-1-nitropropene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-bromophenyl)-1-nitropropene

There total 6 articles about 2-(4-bromophenyl)-1-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: 54.0%

(E)-3-(4-bromo-phenyl)but-2-enoic acid (90772-57-9,76346-18-4) → (E)-1-bromo-4-(1-nitroprop-1-en-2-yl)benzene (119880-57-8,109757-71-3)

Guidance literature:

With tert.-butylnitrite; copper(l) chloride; In acetonitrile; at 80 ℃;

DOI:10.1039/c3ob41408f

Reference yield: 41.0%

4-bromo-α-methylstyrene (6888-79-5) → (E)-1-bromo-4-(1-nitroprop-1-en-2-yl)benzene (119880-57-8,109757-71-3)

Guidance literature:

With ammonium cerium (IV) nitrate; acetic acid; sodium nitrite; In chloroform; Sealed tube; Sonication;

DOI:10.1002/adsc.201500723

Reference yield:

para-bromoacetophenone (99-90-1) → (E)-1-bromo-4-(1-nitroprop-1-en-2-yl)benzene (119880-57-8,109757-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 1 h / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: ammonium cerium (IV) nitrate; acetic acid; sodium nitrite / chloroform / Inert atmosphere; Sonication

With n-butyllithium; ammonium cerium (IV) nitrate; acetic acid; sodium nitrite; In diethyl ether; hexane; chloroform; 1.2: Wittig reaction;

DOI:10.1002/anie.201202715

upstream raw materials:

4-bromo-α-methylstyrene

para-bromoacetophenone

(E)-3-(4-bromo-phenyl)but-2-enoic acid

Downstream raw materials:

(R)-1-bromo-4-(1-nitropropan-2-yl)benzene

(4S,5S)-6-(4-bromophenyl)-5-nitro-4-phenylhept-6-en-2-one

(E)-diethyl (2-(4-bromophenyl)prop-1-en-1-yl)phosphonate