3,6-Dichlorofluorenone

Base Information

• Chemical Name: 3,6-Dichlorofluorenone
• CAS No.: 34223-82-0
• Molecular Formula: C13H6Cl2O
• Molecular Weight: 249.096
• NSC Number: 81285
• UNII: T3VNK0KXN2
• DSSTox Substance ID: DTXSID00187805
• Nikkaji Number: J88.921K
• Wikidata: Q83059555
• Mol file: 34223-82-0.mol

Synonyms:3,6-Dichlorofluorenone;9H-Fluoren-9-one, 3,6-dichloro-;34223-82-0;Fluoren-9-one, 3,6-dichloro-;T3VNK0KXN2;NSC-81285;3,6-Dichloro-9H-fluoren-9-one;NSC81285;NSC 81285;UNII-T3VNK0KXN2;9H-Fluoren-9-one, 3,6-dichloro- (9CI);Fluoren-9-one,6-dichloro-;SCHEMBL4319897;9H-Fluoren-9-one,6-dichloro-;DTXSID00187805;SQAIMUJASRQELA-UHFFFAOYSA-N

Chemical Property of 3,6-Dichlorofluorenone

Chemical Property:

• Vapor Pressure: 3.75E-07mmHg at 25°C
• Boiling Point: 416.7°Cat760mmHg
• Flash Point: 176°C
• Density: 1.476g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 247.9795702
• Heavy Atom Count: 16
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C3=C(C2=O)C=CC(=C3)Cl

Technology Process of 3,6-Dichlorofluorenone

There total 30 articles about 3,6-Dichlorofluorenone 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: 29.0%

3,6-dichloro-9H-fluorene (541540-06-1) → 3,6-dichloro-9H-fluoren-9-one (34223-82-0)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; oxygen; In benzene;

Reference yield:

ethyl 2-(4-chlorophenyl)-2-oxoacetate (34966-48-8) → 3,6-dichloro-9H-fluoren-9-one (34223-82-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Mg / diethyl ether / 20 °C

1.2: diethyl ether / -78 - 0 °C

2.1: acetic acid; concentrated sulfuric acid / 5 h / 20 °C

3.1: 0.295 g / KOH / H₂O / 5 h / Heating

4.1: 29 percent / KOH; 18-crown-6; oxygen / benzene

With potassium hydroxide; 18-crown-6 ether; sulfuric acid; oxygen; magnesium; acetic acid; In diethyl ether; water; benzene;

Reference yield:

3,3'-dichloro-diphenic acid (412297-28-0) → 3,6-dichloro-9H-fluoren-9-one (34223-82-0)

Guidance literature:

With sulfuric acid; at 150 ℃; sowie 190grad, 200grad oder 215grad;

DOI:10.1021/ja01300a002

upstream raw materials:

5,5'-dichloro-biphenyl-2,2'-dicarboxylic acid anhydride

5,5’-dichlorobiphenyl-2,2’-dicarboxylic acid

1,6-dichloro-9-oxo-fluorene-4-carboxylic acid

3,6-diamino-9-fluorenone

Refernces

• 1、 Plimmer,Klingebiel. "". . p. 648. Retrieved 1969.
• 2、 Levy, Amalia,Rakowitz, Amber,Mills, Nancy S.. "Dications of fluorenylidenes. The effect of substituent electronegativity and position on the antiaromaticity of substituted tetrabenzo[5.5]fulvalene dications". . p. 3990 - 3998. Retrieved 2007/10/03.
• 3、 PAN,FLETCHER. "DERIVATIVES OF FLUORENE. 18. NEW HALOGENOFLUORENES. I. POTENTIAL". . p. 31 - 38. Retrieved 2007/10/06.