1-nitro-4-(2'-furfurylethynyl)benzene

Base Information

• Chemical Name: 1-nitro-4-(2'-furfurylethynyl)benzene
• CAS No.: 1334220-39-1
• Molecular Formula: C₁₂H₇NO₃
• Molecular Weight: 213.192
• Mol file: 1334220-39-1.mol

Synonyms:1-nitro-4-(2'-furfurylethynyl)benzene

Chemical Property of 1-nitro-4-(2'-furfurylethynyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 1-nitro-4-(2'-furfurylethynyl)benzene

There total 4 articles about 1-nitro-4-(2'-furfurylethynyl)benzene 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: 82.0%

p-nitrobenzene iodide (636-98-6) + 3-(2'-furfuryl)propiolic acid (4582-65-4) → 1-nitro-4-(2'-furfurylethynyl)benzene (1334220-39-1)

Guidance literature:

With water; potassium carbonate; 1,3-diphenylpropanedione; copper(I) bromide; In N,N-dimethyl-formamide; at 120 ℃; for 20h; Sealed tube; In air;

DOI:10.1002/ejoc.201100659

Reference yield:

C19H12N2O6S2 → 1-nitro-4-(2'-furfurylethynyl)benzene (1334220-39-1)

Guidance literature:

With caesium carbonate; In acetone; for 24h; Reflux;

DOI:10.1055/s-0037-1612423

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → 1-nitro-4-(2'-furfurylethynyl)benzene (1334220-39-1)

Guidance literature:

Multi-step reaction with 3 steps

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.07 h / -70 °C / Inert atmosphere

2.2: 24 h / -70 - 5 °C / Inert atmosphere

3.1: caesium carbonate / acetone / 24 h / Reflux

With caesium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; acetone; 2.1: |Julia-Kocienski Olefination / 2.2: |Julia-Kocienski Olefination / 3.1: |Smiles Aromatic Rearrangement;

DOI:10.1055/s-0037-1612423

upstream raw materials:

p-nitrobenzene iodide

3-(2'-furfuryl)propiolic acid

1-bromomethyl-4-nitro-benzene

Refernces

• 1、 Bujok, Robert,Makosza, Mieczys?aw. "Synthesis of Diarylacetylenes Bearing Electron-Withdrawing Groups via the Smiles Rearrangement". . p. 3109 - 3116. Retrieved 2019/08/07.