2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate

Base Information

• Chemical Name: 2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate
• CAS No.: 92060-53-2
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.246
• DSSTox Substance ID: DTXSID00708357
• Wikidata: Q82642627
• Mol file: 92060-53-2.mol

Synonyms:92060-53-2;2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate;SCHEMBL9448941;DTXSID00708357

Chemical Property of 2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=C(C=C2)C(=O)C=[N+]=[N-]

Technology Process of 2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate

There total 7 articles about 2-Diazonio-1-(4-phenoxyphenyl)ethen-1-olate 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:

2-diazo-3-oxo-3-(4-phenoxy-phenyl)-propionaldehyde → 4'-phenoxy-2-diazoacetophenone (92060-53-2)

Guidance literature:

With sodium hydroxide; In diethyl ether;

DOI:10.1071/CH03133

Reference yield:

Sodium; (Z)-3-oxo-3-(4-phenoxy-phenyl)-propen-1-olate → 4'-phenoxy-2-diazoacetophenone (92060-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonyl azide / ethanol / 0 - 20 °C

2: NaOH / diethyl ether

With sodium hydroxide; 4-toluenesulfonyl azide; In diethyl ether; ethanol; 1: Regitz diazo transfer reaction;

DOI:10.1071/CH03133

Reference yield:

4-phenoxyacetophenone (5031-78-7) → 4'-phenoxy-2-diazoacetophenone (92060-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOCH₃ / diethyl ether / 15 h / 20 °C

2: p-toluenesulfonyl azide / ethanol / 0 - 20 °C

3: NaOH / diethyl ether

With sodium hydroxide; 4-toluenesulfonyl azide; sodium methylate; In diethyl ether; ethanol; 1: Claisen condensation / 2: Regitz diazo transfer reaction;

DOI:10.1071/CH03133

upstream raw materials:

diazomethane

4-phenoxybenzoyl chloride

ω-Hydrazono-4-phenoxy-acetophenon

4-phenoxyacetophenone

Downstream raw materials:

p-phenoxyphenylacetamide

4-phenoxyphenylacetic acid