Dibenzosuberone

Base Information

• Chemical Name: Dibenzosuberone
• CAS No.: 1210-35-1
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 29143900
• European Community (EC) Number: 214-912-3
• NSC Number: 49727
• UNII: 8ETK71TH0H
• DSSTox Substance ID: DTXSID4049400
• Nikkaji Number: J149.830D
• Wikidata: Q27270267
• ChEMBL ID: CHEMBL1905787
• Mol file: 1210-35-1.mol

Synonyms:dibenzocycloheptanone;dibenzosuberone;dibenzsuberone

Chemical Property of Dibenzosuberone

Chemical Property:

• Appearance/Colour: Clear yellow liquid or low melting solid
• Vapor Pressure: 6.35E-06mmHg at 25°C
• Melting Point: 32-34 °C(lit.)
• Refractive Index: 1.6332
• Boiling Point: 378.3 °C at 760 mmHg
• Flash Point: 158.3 °C
• PSA: 17.07000
• Density: 1.155 g/cm³
• LogP: 3.01620
• Storage Temp.: Store below +30°C.
• Solubility.: 0.03g/l
• Water Solubility.: insoluble
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

≥99.0% ^*data from raw suppliers

Dibenzosuberone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(=O)C3=CC=CC=C31
• Uses: Amitriptyline (A633350) impurity, a potential antidepressant compound. Dibenzosuberone is a potential antidepressant compound. It is used in the synthesis of amitriptyline.

Technology Process of Dibenzosuberone

There total 42 articles about Dibenzosuberone 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%

dibenzosuberol (1210-34-0) → 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1)

Guidance literature:

With caesium carbonate; In para-xylene; for 24h; Reagent/catalyst; Reflux;

DOI:10.1002/cctc.201601386

Reference yield: 95.0%

o-phenethylbenzoic acid (4890-85-1) → 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1)

Guidance literature:

With Nafion-H; In various solvent(s); at 180 ℃; for 3h;

DOI:10.1055/s-1999-2770

Reference yield: 95.0%

2-phenethyl-α,α,α-trifluorotoluene → 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; for 4h; Inert atmosphere;

DOI:10.1039/c0ob01276a

upstream raw materials:

o-phenethylbenzoic acid

diphenylethane-2-carboxylic acid chloride

1-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-piperidine

10,10’,11,11’-tetrahydro-5H,5’H-5,5’-bidibenzo[a,d][7]annulene

Downstream raw materials:

10,11-dihydro-5-hydroxy-5-methyl-5H-dibenzocycloheptene

5-(4-chloro-benzylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

(4-Chloro-phenyl)-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidene)-acetaldehyde

1,1-Diphenyl-3-<1-hydroxy-2,3:6,7-dibenzsuberyl-(1)>-propin-(2)-ol-(1)

Refernces

• 1、 Bei, Xiaohong,Hagemeyer, Alfred,Volpe, Anthony,Saxton, Robert,Turner, Howard,Guram, Anil S.. "Productive chloroarene C-Cl bond activation: Palladium/phosphine-catalyzed methods for oxidation of alcohols and hydrodechlorination of chloroarenes". . p. 8626 - 8633. Retrieved 2004.
• 2、 Ramesha,Roy. "Convenient synthesis of 2-(2-phenylethyl)benzoic acid: A key intermediate in the synthesis of dibenzosuberone". . p. 2419 - 2422. Retrieved 2001.
• 3、 Olah, George A.,Mathew, Thomas,Farnia, Morteza,Prakash, G. K. Surya,Katherine,Donald. "Nafion-H catalysed intramolecular Friedel-Crafts acylation: Formation of cyclic ketones and related heterocycles". . p. 1067 - 1068. Retrieved 1999.
• 4、 Ye, Danfeng,Liu, Zhiyuan,Sessler, Jonathan L.,Lei, Chuanhu. "Base-free oxidation of alcohols enabled by nickel(ii)-catalyzed transfer dehydrogenation". supporting information. p. 11811 - 11814. Retrieved 2020/10/13.
• 5、 -. "Method for preparing amitriptyline intermediate by using solid acid catalyst". Paragraph 0015; 0019; 0023. . Retrieved 2018/07/15.