16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-one

Base Information

• Chemical Name: 16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-one
• CAS No.: 32425-83-5
• Molecular Formula: C17H12O
• Molecular Weight: 232.2766
• DSSTox Substance ID: DTXSID40186170
• Nikkaji Number: J72.747D
• Wikidata: Q83057403
• Mol file: 32425-83-5.mol

Synonyms:32425-83-5;16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-one;15H-Cyclopenta(a)phenanthren-15-one, 16,17-dihydro-;BRN 2616952;16,17-Dihydro-15H-cyclopenta(a)phenanthrene-15-one;4-07-00-01788 (Beilstein Handbook Reference);gona-1,3,5(10),6,8,11,13-heptaen-15-one;DTXSID40186170;AKOS015905228;16,17-dihydro-cyclopenta[a]phenanthren-15-one;InChI=1/C17H12O/c18-16-10-7-12-6-8-14-13-4-2-1-3-11(13)5-9-15(14)17(12)16/h1-6,8-9H,7,10H

Chemical Property of 16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-one

Chemical Property:

• Vapor Pressure: 3.23E-08mmHg at 25°C
• Boiling Point: 447.9°Cat760mmHg
• Flash Point: 201.6°C
• PSA: 17.07000
• Density: 1.267g/cm³
• LogP: 4.12190
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 232.088815002
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C=CC3=C2C=CC4=CC=CC=C43

Technology Process of 16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-one

There total 16 articles about 16,17-Dihydro-15H-cyclopenta(a)phenanthren-15-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:

→ 16,17-dihydro-15H-cyclopentaphenanthren-15-one (32425-83-5)

Guidance literature:

With thionyl chloride; Erwaermen des Saeurechlorids mit SnCl₄ in Nitrobenzol auf 80grad;

DOI:10.1021/ja01290a034

Reference yield:

1-vinylnaphthalene (826-74-4,29793-40-6) → 16,17-dihydro-15H-cyclopentaphenanthren-15-one (32425-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / EtAlCl₂ / hexane; CH₂Cl₂ / 1.) 25 deg C, 40 min; 2.) 0 deg C, 6 h

2: 10percent Pd/C / various solvent(s) / 18 h / Heating

With ethylaluminum dichloride; palladium on activated charcoal; In hexane; dichloromethane;

DOI:10.1016/S0040-4020(01)81768-3

Reference yield:

11,12,16,17-tetrahydro-15H-cyclopenta phenantrene (412321-59-6) → 16,17-dihydro-15H-cyclopentaphenanthren-15-one (32425-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent Pd/charcoal

2: 2,3-dichloro-5,6-dicyanobenzoquinone / acetic acid

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In acetic acid;

DOI:10.1016/0040-4039(88)85123-2

upstream raw materials:

cyclopenta[a]phenanthrene

16,17-dihydro-15H-cyclopenta[a]phenanthren-15-ol

3-[2]phenanthryl-propionic acid

6,7,16,17-tetrahydrocyclopentaphenanthren-15-one

Downstream raw materials:

16,17-dihydro-15H-cyclopenta[a]phenanthren-15-ol