1,2-Bis(3,5-difluorophenyl)ethane-1,2-dione

Base Information

• Chemical Name: 1,2-Bis(3,5-difluorophenyl)ethane-1,2-dione
• CAS No.: 223707-22-0
• Molecular Formula: C14H6F4O2
• Molecular Weight: 282.194
• UNII: PE9A4DX2VX
• ChEMBL ID: CHEMBL193229
• Pharos Ligand ID: D1CLBWR35F8F
• Mol file: 223707-22-0.mol

Synonyms:1,2-bis(3,5-difluorophenyl)ethane-1,2-dione;CHEMBL193229;223707-22-0;PE9A4DX2VX;Benzil-based compound, 12;SCHEMBL2156965;BDBM22734;PD179152;1,2-Bis(fluoranyl)phenyl)ethane-1,2-dione;1,2-Bis(3,5-difluorophenyl)-1,2-ethanedione;1,2-Ethanedione, 1,2-bis(3,5-difluorophenyl)-

Chemical Property of 1,2-Bis(3,5-difluorophenyl)ethane-1,2-dione

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 282.03039208
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1F)F)C(=O)C(=O)C2=CC(=CC(=C2)F)F

Technology Process of 1,2-Bis(3,5-difluorophenyl)ethane-1,2-dione

There total 3 articles about 1,2-Bis(3,5-difluorophenyl)ethane-1,2-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: 97.0%

1,2-bis(3,5-difluorophenyl)-2-hydroxyethanone → 1,2-bis(3,5-difluorophenyl)ethane-1,2-dione (223707-22-0)

Guidance literature:

With ammonium nitrate; copper diacetate; acetic acid; for 90h; Heating;

DOI:10.1016/j.bmc.2007.03.012

Reference yield: 46.0%

3,5-difluorobromobenzene (461-96-1) + 1,4-dimethyl-2,3-dioxopiperazine (59417-06-0) → 1,2-bis(3,5-difluorophenyl)ethane-1,2-dione (223707-22-0)

Guidance literature:

3,5-difluorobromobenzene; With magnesium; ethylene dibromide; In tetrahydrofuran; for 1.5h; Heating / reflux;

1,4-dimethyl-2,3-dioxopiperazine; In tetrahydrofuran; at 20 ℃; for 13h; Heating / reflux;

Reference yield:

3,5-difluorobenzaldehyde (32085-88-4) → 1,2-bis(3,5-difluorophenyl)ethane-1,2-dione (223707-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / thiamine hydrochloride; sodium hydroxide / ethanol / 48 h / 50 °C

2: 97 percent / copper(II) acetate; ammonium nitrate; acetic acid / 90 h / Heating

With sodium hydroxide; ammonium nitrate; copper diacetate; Thiamine hydrochloride; acetic acid; In ethanol;

DOI:10.1016/j.bmc.2007.03.012

upstream raw materials:

3,5-difluorobenzaldehyde

3,5-difluorobromobenzene

1,4-dimethyl-2,3-dioxopiperazine

Downstream raw materials:

2,3-bis(3,5-difluorophenyl) quinoxaline

C₂₉H₁₄Br₂F₄O