1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone

Base Information

• Chemical Name: 1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone
• CAS No.: 28123-71-9
• Molecular Formula: C12H9NO4
• Molecular Weight: 231.208
• DSSTox Substance ID: DTXSID80402922
• Wikidata: Q82206447
• Mol file: 28123-71-9.mol

Synonyms:28123-71-9;1-(5-(4-nitrophenyl)furan-2-yl)ethanone;1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone;SCHEMBL11810728;DTXSID80402922;DEMHINNRZSCFTK-UHFFFAOYSA-N;2-acetyl-5-(4-nitrophenyl)furan;AKOS005207170;methyl 5-(p-nitrophenyl)-2-furyl ketone;1-(5-(4-NITROPHENYL)-2-FURYL)ETHANONE

Chemical Property of 1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone

Chemical Property:

• PSA: 76.03000
• LogP: 3.58060
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 231.05315777
• Heavy Atom Count: 17
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

1-(5-(4-Nitrophenyl)furan-2-yl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(O1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone

There total 6 articles about 1-[5-(4-Nitro-phenyl)-furan-2-yl]-ethanone 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: 88.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + para-nitrophenyl bromide (586-78-7) → 1-(5-(4-nitrophenyl)furan-2-yl)ethanone (28123-71-9)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 150 ℃; for 20h; Inert atmosphere;

DOI:10.1039/b915290n

Reference yield: 70.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + 4-nitro-aniline (100-01-6,104810-17-5) → 1-(5-(4-nitrophenyl)furan-2-yl)ethanone (28123-71-9)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; In water; Heating;

With sodium nitrite; In water; at 0 - 3 ℃;

1-(2-furyl)-1-ethanone; With copper(II) choride dihydrate; In water; acetone; at 0 - 40 ℃; for 5.33333h;

DOI:10.1134/S1070363219040108

Reference yield: 46.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + 4-chlorobenzonitrile (100-00-5) → 1-(5-(4-nitrophenyl)furan-2-yl)ethanone (28123-71-9)

Guidance literature:

With C₃₆H₅₀Cl₂N₃OPPd; potassium carbonate; trimethylpyruvic acid; In N,N-dimethyl acetamide; at 110 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol302635e

upstream raw materials:

1-(2-furyl)-1-ethanone

4-nitro-aniline

4-nitrobenzenediazonium chloride

para-nitrophenyl bromide

Downstream raw materials:

C₁₄H₁₃NO₅

(S)-1-(5-(4-nitrophenyl)furan-2-yl)ethanamine

(R)-1-(5-(4-nitrophenyl)furan-2-yl)ethanamine

C₁₆H₁₈N₂O₄