6,7-Dihydro-5h-dibenzo[a,c][7]annulen-5-one

Base Information

• Chemical Name: 6,7-Dihydro-5h-dibenzo[a,c][7]annulen-5-one
• CAS No.: 53137-51-2
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• NSC Number: 134659
• DSSTox Substance ID: DTXSID50967659
• Wikidata: Q82950265
• Mol file: 53137-51-2.mol

Synonyms:dibenzocycloheptanone;dibenzosuberone;dibenzsuberone

Chemical Property of 6,7-Dihydro-5h-dibenzo[a,c][7]annulen-5-one

Chemical Property:

• Vapor Pressure: 5.93E-06mmHg at 25°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C2=CC=CC=C2C3=CC=CC=C31

Technology Process of 6,7-Dihydro-5h-dibenzo[a,c][7]annulen-5-one

There total 19 articles about 6,7-Dihydro-5h-dibenzo[a,c][7]annulen-5-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: 72.0%

6-chloro-5H-dibenzocyclohepten-5-one (53137-49-8) → 6,7-dihydro-5H-dibenzocyclohepten-5-one (53137-51-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr;

DOI:10.1021/ol061413t

Reference yield: 60.0%

6,7-Dihydro-5H-dibenzo[a,c]cyclohepten-5-ol (182675-59-8) → 6,7-dihydro-5H-dibenzocyclohepten-5-one (53137-51-2)

Guidance literature:

With potassium dichromate; sulfuric acid; In diethyl ether;

DOI:10.1139/v96-162

Reference yield:

7,7-dichlorodibenzonorcaradiene (37608-29-0) → 6,7-dihydro-5H-dibenzocyclohepten-5-one (53137-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) (heating), (ii) aq. NaHCO₃, MeCN

2: MnO₂ / CH₂Cl₂

3: H₂ / Pd-C / ethyl acetate; acetic acid

With manganese(IV) oxide; hydrogen; palladium on activated charcoal; In dichloromethane; acetic acid; ethyl acetate;

DOI:10.1021/ja00823a031

upstream raw materials:

7-amino-5H-dibenzo[a,c]cycloheptene-6-carbonitrile

6-chloro-5H-dibenzocyclohepten-5-one

6,7-Dihydro-5H-dibenzo[a,c]cyclohepten-5-ol

9-(methoxymethoxy)phenanthrene

Downstream raw materials:

diphenic acid

9,10-phenanthrenequinone