5,7-Dichlorobenzofuran-3(2H)-one

Base Information

• Chemical Name: 5,7-Dichlorobenzofuran-3(2H)-one
• CAS No.: 74815-20-6
• Molecular Formula: C8H4 Cl2 O2
• Molecular Weight: 203.02216
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50569258
• Wikidata: Q82456371
• Mol file: 74815-20-6.mol

Synonyms:74815-20-6;5,7-DICHLOROBENZOFURAN-3(2H)-ONE;5,7-Dichloro-benzofuran-3-one;5,7-Dichlorobenzo[b]furan-3(2H)-one;5,7-dichloro-1-benzofuran-3-one;5,7-DICHLORO-2,3-DIHYDRO-1-BENZOFURAN-3-ONE;MFCD08544411;SCHEMBL8176937;DTXSID50569258;ZCA81520;AM9436;AKOS009562077;MB06384;5,7-Dichloro-1-benzofuran-3(2H)-one;AC-31636;PS-11608;SY058299;CS-0455466;EN300-155780;N12892;A915328

Chemical Property of 5,7-Dichlorobenzofuran-3(2H)-one

Chemical Property:

• PSA: 26.30000
• LogP: 2.56850
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 201.9588348
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

99%, ^*data from raw suppliers

5,7-Dichlorobenzofuran-3(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=C(O1)C(=CC(=C2)Cl)Cl

Technology Process of 5,7-Dichlorobenzofuran-3(2H)-one

There total 4 articles about 5,7-Dichlorobenzofuran-3(2H)-one 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: 30.0%

2-chloro-1-(3,5-dichloro-2-hydroxyphenyl)ethanone (79214-30-5) → 5,7-dichloro-3(2H)benzofuranone (74815-20-6)

Guidance literature:

With sodium acetate; In ethanol; for 0.283333h; Reflux;

Reference yield:

2,4-dichlorophenol (120-83-2,40477-79-0) → 5,7-dichloro-3(2H)benzofuranone (74815-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 15 h / 140 - 150 °C

1.2: 8 h / 130 - 140 °C

2.1: sodium acetate / ethanol / 0.28 h / Reflux

With sodium acetate; In ethanol;

Reference yield:

chloro-acetic acid-(2,4-dichloro-phenyl ester) (15080-90-7) → 5,7-dichloro-3(2H)benzofuranone (74815-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / 80 - 90 °C

2: sodium acetate / methanol / 1 h / 65 °C

With aluminum (III) chloride; sodium acetate; In methanol; 1: |Fries Phenol Ester Rearrangement;

DOI:10.1016/j.bioorg.2020.104062

upstream raw materials:

2-chloro-1-(3,5-dichloro-2-hydroxyphenyl)ethanone

2,4-dichlorophenol

chloro-acetic acid-(2,4-dichloro-phenyl ester)

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