trans-10,11-Dibromodibenzosuberone

Base Information

• Chemical Name: trans-10,11-Dibromodibenzosuberone
• CAS No.: 39654-52-9
• Molecular Formula: C15H10 Br2 O
• Molecular Weight: 366.052
• Hs Code.: 2914700090
• European Community (EC) Number: 620-606-4
• Nikkaji Number: J525.887A
• Mol file: 39654-52-9.mol

Synonyms:trans-10,11-Dibromodibenzosuberone

Chemical Property of trans-10,11-Dibromodibenzosuberone

Chemical Property:

• Vapor Pressure: 1.81E-06mmHg at 25°C
• Melting Point: 213 °C (dec.)(lit.)
• Refractive Index: 1.677
• Boiling Point: 395.6°C at 760 mmHg
• Flash Point: 105.4°C
• PSA: 17.07000
• Density: 1.751g/cm³
• LogP: 4.80320
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 365.90779
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

97% ^*data from raw suppliers

10,11-DIBROMO-10,11-DIHYDRO-5H-DIBENZO[A,D]CYCLOHEPTEN-5-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(C3=CC=CC=C3C2=O)Br)Br
• Isomeric SMILES: C1=CC=C2C(=C1)[C@H]([C@@H](C3=CC=CC=C3C2=O)Br)Br
• Uses: 10,11-Dibromo10,11-dihydro-5-dibenzosuberenone is an intermediate in the synthesis of 10-Hydroxy (E)-Amitriptyline (D462790). (5E)-5-[3-(dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol is a metabolite of amitriptyline (A633350) which is a dibenzocycloheptadiene derivative and an antidepressant (1). Amitriptyline is also a TrkA and TrkB receptor agonist and exhibits neurotrophic and anti-inflammatory activities (2,3). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA).

Technology Process of trans-10,11-Dibromodibenzosuberone

There total 2 articles about trans-10,11-Dibromodibenzosuberone 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: 95.0%

dibenzosuberenon (2222-33-5) → trans-10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (39654-52-9)

Guidance literature:

With bromine; In tetrachloromethane;

Reference yield:

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one (1210-35-1) → trans-10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (39654-52-9)

Guidance literature:

With bromine; Irradiation;

Reference yield: 99.0%

trans-10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (39654-52-9) → dibenzosuberenon (2222-33-5)

Guidance literature:

With sodium selenite; rac-cysteine; In tetrahydrofuran; water; at 0 ℃; for 0.0833333h;

DOI:10.1039/c39900000730

upstream raw materials:

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one

dibenzosuberenon

Downstream raw materials:

dibenzosuberenon

10-bromo-5-(4-methoxyphenyl)-5H-dibenzo[a,d]cyclohepten-5-ol

10-phenyl-5H-dibenzo[a,d]cyclohepten-5-ol

10-(2-methoxy-phenyl)-5H-dibenzo[a,d]cyclohepten-5-ol