3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione

Base Information

• Chemical Name: 3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione
• CAS No.: 67803-85-4
• Molecular Formula: C11H11N3O4
• Molecular Weight: 249.226
• DSSTox Substance ID: DTXSID90491847

Synonyms:67803-85-4;3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione;DTXSID90491847;3-(4-nitrophenyl azo)-2,4-pentanedione

Chemical Property of 3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 249.07495584
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(=O)C)N=NC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione

There total 3 articles about 3-[(E)-(4-Nitrophenyl)diazenyl]pentane-2,4-dione 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: 92.0%

4-nitro-aniline (100-01-6,104810-17-5) + acetylacetone (123-54-6,81235-32-7) → pentane-2,3,4-trione 3-[(4-nitro-phenyl)-hydrazone] (67803-85-4)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

acetylacetone; With sodium acetate; In ethanol; water; at 0 - 5 ℃; for 1.5h; pH=3 - 4;

DOI:10.1007/s10593-010-0494-1

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) + acetylacetone (123-54-6,81235-32-7) → 3-(4-Nitro-phenylazo)-pentane-2,4-dione (67803-85-4)

Guidance literature:

With sodium acetate; cis-nitrous acid; Yield given. Multistep reaction; 2.) EtOH;

Reference yield:

→ pentane-2,3,4-trione 3-[(4-nitro-phenyl)-hydrazone] (67803-85-4)

Guidance literature:

2,4-Pentandion, entspr. Diazoniumchlorid/NaOAc;

upstream raw materials:

4-nitro-aniline

acetylacetone

Downstream raw materials:

3,5-dimethyl-4-(4-nitro-phenylazo)-isoxazole

{1-[4-(3,5-Dimethyl-pyrazol-1-yl)-benzenesulfonyl]-3,5-dimethyl-1H-pyrazol-4-yl}-(4-nitro-phenyl)-diazene

C₂₂H₂₃N₇O₅S

C₂₃H₁₉N₅O₆

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