37913-11-4

Basic information

• Product Name: 1,3-dihydro-2H-cyclopenta[l]phenanthren-2-one
• CAS NO: 37913-11-4
• Molecular Formula: C₁₇H₁₂O
• Molecular Weight: 232.2766
• Mol File: 37913-11-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 462.2°C at 760 mmHg
• Flash Point: 208.6°C
• Density: 1.267g/cm³
• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.744
• CAS DataBase Reference: 1,3-dihydro-2H-cyclopenta[l]phenanthren-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dihydro-2H-cyclopenta[l]phenanthren-2-one(37913-11-4)
• EPA Substance Registry System: 1,3-dihydro-2H-cyclopenta[l]phenanthren-2-one(37913-11-4)

Safety Data

• Hazardous Substances Data: 37913-11-4(Hazardous Substances Data)

Usage

Structure

Cyclic compound with a phenanthrene backbone

Classification

Ketone

Carbonyl group

Bonded to two alkyl or aryl groups

Usage

Organic synthesis and as a building block for complex molecules

Properties

Exhibits anti-inflammatory and antitumor properties

Potential applications

Pharmaceutical research and development

Relevance

Unique structure and reactivity for studying organic chemical reactions and mechanisms

Upstream product

• 72471-15-9 ethyl 3,3a-dihydro-3a-hydroxy-2-oxo-2H-cyclopentaphenanthrene-1-carboxylate 
• 72471-20-6 2-oxo-2,3-dihydro-1H-cyclopenta[l]phenanthrene-1-carboxylic acid methyl ester 
• 7646-85-7 Zinc chloride 
• 7402-06-4 3,4-diphenylcyclopent-3-enone 
• 101736-99-6 phenanthrene-9,10-diyldi-acetic acid 
• 84-11-7 9,10-phenanthrenequinone 
• 72471-16-0 methyl 3,3a-dihydro-3a-hydroxy-2-oxo-2H-cyclopentaphenanthrene-1-carboxylate 

Downstream Products

• 235-92-7 1H-cyclopenta[l]phenanthrene 
• 117775-61-8 C₂₄H₂₀N₂O₂S 
• 201022-11-9 1-trimethylsilyl-2-phenyl-cyclopenta[l]phenanthrene 
• 121221-39-4 2-phenylcyclopenta[l]phenanthrene 
• 68940-62-5 1-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-1,3-dihydro-cyclopenta[l]phenanthren-2-one 

Relevant articles and documents

Molybdenum complexes containing substituted cyclopenta[l]phenanthrenyl ligand

The synthesis of new cyclopenta[l]phenanthrenyl complexes [(η5-C17H10Me)(η3-C3H5)Mo(CO)2] and [(η5-C17H9(COOMe)N(CH2)4)(η3-C3H5)Mo(CO)2] is described. Although these compounds are structural analogues their reactivity is different. Protonation of [(η5-C17H10Me)(η3-C3H5)Mo(CO)2] gives a stable ionic compound [(η5-C17H10Me)Mo(CO)2(NCMe)2][BF4] while its analogue containing both tertiary amino and carboxylic ester groups [(η5-C17H9(COOMe)N(CH2)4)(η3-C3H5)Mo(CO)2] decomposes under the same conditions. [(η5-C17H10Me)Mo(CO)2(NCMe)2][BF4] reacts with cyclopentadiene to give a stable η4-complex [(η4-C5H6)(η5-C17H10Me)Mo(CO)2][BF4] that was successfully oxidized to the Mo(IV) dicationic compound [(η5-C5H5)(η5-C17H10Me)Mo(CO)2][Br][BF4].

Synthesis of 4-ketocyclopentene and cyclopentadiene compounds

A process for forming 4-ketocyclopentene and substituted 4-ketocyclopentene compounds starting from the corresponding 1-carbohydrocarbyloxy-2-keto-4-hydroxy-5-cyclopentene by reduction followed by decarboxylation using zinc dichloride or zinc dibromide. The ketone may thereafter be converted to a cyclopentadiene compound by reducing the ketone to form an alcohol, replacing the hydroxyl functionality of the alcohol under substitution conditions with a leaving group, and deprotonating the resulting product under base induced elimination conditions to form the cyclopentadiene compound. Alternatively functionalized cyclopentadienyl compounds can be produced without isolation of an unsubstituted cyclopentadienyl compound by combining the elimination and deprotonation steps with a replacement step in a single unit operation.