2519-10-0

Basic information

• Product Name: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE
• Synonyms: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE;Pentaphenylcyclopentadiene;1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE 99%;1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene,99%;1,2,3,4,5-Ppentaphenyl-1,3-cyclopentadiene,99%;1,1',1'',1''',1''''-(1,3-Cyclopentadiene-1,2,3,4,5-pentyl)pentakisbenzene;1,2,3,4,5-Pentaphenyl-2,4-cyclopentadiene;1,2,3,4,5-Pentaphenylcyclopentane-1,3-diene
• CAS NO: 2519-10-0
• Molecular Formula: C₃₅H₂₆
• Molecular Weight: 446.58
• Product Categories: Alkenes;Cyclic;Organic Building Blocks;olefin
• Mol File: 2519-10-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 254-256 °C(lit.)
• Boiling Point: 490.91°C (rough estimate)
• Flash Point: 314 °C
• Appearance: white/Powder
• Density: 1.1377 (estimate)
• Vapor Pressure: 2.41E-13mmHg at 25°C
• Refractive Index: 1.6290 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Soluble in pyridine 5 mg/ml.
• CAS DataBase Reference: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE(2519-10-0)
• EPA Substance Registry System: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE(2519-10-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2519-10-0(Hazardous Substances Data)

Usage

Description

1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene is a light yellow crystalline powder that is characterized by its unique optical properties. 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE is a derivative of cyclopentadiene with five phenyl groups attached to its structure, which contributes to its distinct characteristics and potential applications.

Uses

1. Used in Optoelectronics Industry:
1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene is used as a material in electroluminescent devices due to its optical properties. Its ability to emit light when an electric current is applied makes it a valuable component in the development of advanced display technologies and lighting systems.
2. Used in Chemical Research:
As a unique compound with distinct chemical properties, 1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene can be utilized in various chemical research applications. It can serve as a starting material for the synthesis of other complex organic molecules, potentially leading to the discovery of new compounds with novel properties and applications.
3. Used in Material Science:
The light yellow crystalline nature of 1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene may also find applications in material science, where its optical and structural properties can be exploited to create new materials with specific characteristics. These materials could be used in a range of industries, from electronics to aerospace, depending on their properties and performance.

InChI:InChI=1/C35H26/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28/h1-25,31H

Upstream product

• 108-86-1 bromobenzene 
• 100-52-7 benzaldehyde 
• 501-65-5 diphenyl acetylene 
• 115437-24-6 pentaphenylstannocene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 
• 102-04-5 1,3-Diphenylpropanone 
• 2137-74-8 1,2,3,4,5-pentaphenylcyclopenta-2,4-dien-1-ol 
• 1257635-94-1 (1r*,2R*,5S*)-1,2,3,4,5-pentaphenylcyclopent-3-enol 
• 75-77-4 chloro-trimethyl-silane 
• 567-80-6 1,2,3,4,5-pentaphenyl-pentane-1,5-dione 
• 591-51-5 phenyllithium 
• 16510-49-9 1,2,3-triphenylcyclopropene 
• 71-43-2 benzene 
• 7317-52-4 2,3,4,5-tetraphenyl-2-cyclopenten-1-one 

Downstream Products

• 145193-37-9 1,2,3,4,5-Penta(4-acetylphenyl)-1,3-cyclopentadiene 
• 145193-40-4 C₅H(C₆H₄CO(CH₂)6CH₃-p)5 
• 145193-41-5 1-<4-<1,1',1'',1''',1''''-(5-Chloro-1,3-cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure 
• 145193-44-8 1-<4-<1,1',1'',1''',1''''-(1,3-Cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure pentaethylester 
• 145193-42-6 1-<4-<1,1',1'',1''',1''''-(5-Chloro-1,3-cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure pentaethylester 
• 145193-45-9 1-<4-<1,1',1'',1''',1''''-(1,3-Cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure pentapentylester 
• 145193-43-7 1-<4-<1,1',1'',1''',1''''-(5-Chloro-1,3-cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure pentapentylester 
• 115437-24-6 pentaphenylstannocene 
• 115261-86-4 pentaphenylcyclopentadienylthallium 
• 90502-88-8 dicarbonylpentaphenylcyclopentadienylcobalt 
• 634613-62-0 Cp(o)FeDPM-H 
• 1187446-41-8 5-allyl-1,2,3,4,5-pentaphenylcyclopentadiene 

Relevant articles and documents

A ruthenium racemisation catalyst for the synthesis of primary amines from secondary amines

A Ru-based half sandwich complex used in amine and alcohol racemization reactions was found to be active in the splitting of secondary amines to primary amines using NH3. Conversions up to 80% along with very high selectivities were achieved. However, after about 80% conversion the catalyst lost activity. Similar to Shvo's catalyst, the complex might deactivate under the influence of ammonia. It was revealed that not NH3 but mainly the primary amine is responsible for the deactivation.

Hydrogenation and dehydrogenation of pentaphenylcyclopentadienes and pentaphenylcyclopentenes

Pentaaryl-substituted cyclopentadienes and cyclopentenes have been employed in catalytic hydrogenation and photochemical cyclodehydrogenation reactions, targeting strained bowl-shaped structures. Both types of reactions generally stop at the monohydrogena

Combined ruthenium(II) and lipase catalysis for efficient dynamic kinetic resolution of secondary alcohols. Insight into the racemization mechanism

Pentaphenylcyclopentadienyl ruthenium complexes (3) are excellent catalysts for the racemization of secondary alcohols at ambient temperature. The combination of this process with enzymatic resolution of the alcohols results in a highly efficient synthesis of enantiomerically pure acetates at room temperature with short reaction times for most substrates. This new reaction was applied to a wide range of functionalized alcohols including heteroaromatic alcohols, and for many of the latter, enantiopure acetates were efficiently prepared for the first time via dynamic kinetic resolution (DKR). Different substituted cyclopentadienyl ruthenium complexes were prepared and studied as catalysts for racemization of alcohols. Pentaaryl-substituted cyclopentadienyl complexes were found to be highly efficient catalysts for the racemization. Substitution of one of the aryl groups by an alkyl group considerably slows down the racemization process. A study of the racemization of (S)-1-phenylethanol catalyzed by ruthenium hydride η5-Ph5CpRu(CO) 2H (8) indicates that the racemization takes place within the coordination sphere of the ruthenium catalyst. This conclusion was supported by the lack of ketone exchange in the racemization of (S)-1-phenylethanol performed in the presence of p-tolyl methyl ketone (1 equiv), which gave 1% of 1-(p-tolyl)ethanol. The structures of ruthenium chloride and iodide complexes 3a and 3c and of ruthenium hydride complex 8 were confirmed by X-ray analysis.