1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene
• CAS No.: 1228672-49-8
• Molecular Formula: C₁₀H₄BrNO₂
• Molecular Weight: 250.051
• Mol file: 1228672-49-8.mol

Synonyms:1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene

Chemical Property of 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene

There total 5 articles about 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene 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%

1-[4-(trimethylsilyl)-1,3-butadiynyl]-4-nitroaniline → 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene (1228672-49-8)

Guidance literature:

1-[4-(trimethylsilyl)-1,3-butadiynyl]-4-nitroaniline; With silver fluoride; In water; acetonitrile; at 20 ℃; for 0.333333h; Inert atmosphere; Schlenk technique; Darkness;

With N-Bromosuccinimide; In water; acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;

DOI:10.1021/om501105w

Reference yield: 71.0%

1-(buta-1,3-diyn-1-yl)-4-nitrobenzene (7642-33-3) → 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene (1228672-49-8)

Guidance literature:

With N-Bromosuccinimide; silver nitrate; In acetone; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1039/b919275a

Reference yield:

4-nitro-1-(trimethylsilylethynyl)benzene (75867-38-8) → 1-(4-bromobuta-1,3-diynyl)-4-nitrobenzene (1228672-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: silver nitrate; potassium fluoride; N-Bromosuccinimide / acetonitrile; water / 20 °C / Inert atmosphere; Schlenk technique

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere; Schlenk technique

3.1: silver fluoride / acetonitrile; water / 0.33 h / 20 °C / Inert atmosphere; Schlenk technique; Darkness

3.2: 24 h / 20 °C / Inert atmosphere; Schlenk technique; Darkness

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; N-Bromosuccinimide; copper(l) iodide; silver fluoride; silver nitrate; diisopropylamine; In tetrahydrofuran; water; acetonitrile; 2.1: |Cadiot-Chodkiewicz Coupling;

DOI:10.1021/om501105w

upstream raw materials:

1-(buta-1,3-diyn-1-yl)-4-nitrobenzene

4-nitro-1-(trimethylsilylethynyl)benzene

para-nitrophenyl bromide

1-(2-bromoethynyl)-4-nitrobenzene

Downstream raw materials:

C₂₈H₁₈N₂O₄S