p-Methoxy-2-diazoacetophenone

Base Information

• Chemical Name: p-Methoxy-2-diazoacetophenone
• CAS No.: 6832-17-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• DSSTox Substance ID: DTXSID90344945
• Nikkaji Number: J354.176B,J2.297.865I
• Wikidata: Q82117092

Synonyms:p-Methoxy-2-diazoacetophenone;6832-17-3;Ethanone, 2-diazo-1-(4-methoxyphenyl)-;p-Methoxy-benzoyl-diazomethan;SCHEMBL9449259;DTXSID90344945;alpha-Diazo-4'-methoxyacetophenone;2-Diazo-1-(4-methoxy-phenyl)-ethanone;4-Oxo-4-(4-methoxyphenyl)-1-aza-2-azonia-1-butyne-3-ide

Chemical Property of p-Methoxy-2-diazoacetophenone

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C=[N+]=[N-]

Technology Process of p-Methoxy-2-diazoacetophenone

There total 22 articles about p-Methoxy-2-diazoacetophenone 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%

1,3-bis(4'-methoxyphenyl)propane-1,3-dione (18362-51-1) → 2-diazo-1-(4-methoxyphenyl)ethanone (6832-17-3)

Guidance literature:

With 4-toluenesulfonyl azide; methylamine; In ethanol; water; at 20 ℃; for 1.5h;

DOI:10.1021/acs.joc.7b01187

Reference yield: 94.0%

2,2-dihydroxy-1-(4-methoxyphenyl)ethan-1-one (16208-17-6) → 2-diazo-1-(4-methoxyphenyl)ethanone (6832-17-3)

Guidance literature:

With caesium carbonate; toluene-4-sulfonic acid hydrazide; In chloroform; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2014.10.044

Reference yield: 93.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-methoxy-benzoyl chloride (100-07-2) → 2-diazo-1-(4-methoxyphenyl)ethanone (6832-17-3)

Guidance literature:

With calcium oxide; In diethyl ether; at 0 ℃; for 3.08333h;

DOI:10.1021/jo101105g

upstream raw materials:

diazomethane

4-methoxy-benzoyl chloride

2-hydrazono-1-(4-methoxyphenyl)ethanone

sodium salt of p-methoxybenzoylacetaldehyde

Downstream raw materials:

2-methoxy-1-(4-methoxy-phenyl)-ethanone

4-methoxy-phenyl acetic acid methyl ester

α-chloro-α-oximino-p-methoxyacetophenone

N-[2-(1,3-benzodioxol-5-yl)ethyl]-2-(4-methoxyphenyl)acetamide

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