Benzene, ((3E)-4-nitro-3-pentenyl)-

Base Information

• Chemical Name: Benzene, ((3E)-4-nitro-3-pentenyl)-
• CAS No.: 138668-14-1
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Nikkaji Number: J462.238C
• Mol file: 138668-14-1.mol

Synonyms:Benzene, ((3E)-4-nitro-3-pentenyl)-;Benzene, (4-nitro-3-pentenyl)-, (E)-;138668-14-1;SCHEMBL14159703;(E)-2-Nitro-5-phenyl-2-pentene

Chemical Property of Benzene, ((3E)-4-nitro-3-pentenyl)-

Chemical Property:

• Vapor Pressure: 0.000415mmHg at 25°C
• Boiling Point: 326.2°Cat760mmHg
• Flash Point: 149.7°C
• Density: 1.074g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC1=CC=CC=C1)[N+](=O)[O-]
• Isomeric SMILES: C/C(=C\CCC1=CC=CC=C1)/[N+](=O)[O-]

Technology Process of Benzene, ((3E)-4-nitro-3-pentenyl)-

There total 5 articles about Benzene, ((3E)-4-nitro-3-pentenyl)- 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: 80.0%

4-nitro-1-phenyl-3-pentanol (89449-82-1,141377-58-4,138668-13-0,141377-57-3) → (E)-(4-nitropent-3-en-1-yl)benzene (138668-14-1)

Guidance literature:

With triethylamine; triphenylphosphine; In tetrachloromethane; for 4h; Heating;

DOI:10.1055/s-1994-25546

Reference yield: 69.0%

3-phenyl-propionaldehyde (104-53-0) + Nitroethane (79-24-3) → (E)-(4-nitropent-3-en-1-yl)benzene (138668-14-1)

Guidance literature:

3-phenyl-propionaldehyde; Nitroethane; With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at 0 - 20 ℃; for 12h; Inert atmosphere;

With trifluoroacetic anhydride; In dichloromethane; at -10 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -10 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c6ob02637k

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → (E)-(4-nitropent-3-en-1-yl)benzene (138668-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 16 h / 20 °C

2: triethylamine; methanesulfonyl chloride / dichloromethane / 16 h / 0 - 20 °C

With methanesulfonyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2018.07.011

upstream raw materials:

3-phenyl-propionaldehyde

Nitroethane

4-nitro-1-phenyl-3-pentanol