1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE

Base Information

• Chemical Name: 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE
• CAS No.: 2519-10-0
• Molecular Formula: C35H26
• Molecular Weight: 446.591
• Hs Code.: 29029000
• Mol file: 2519-10-0.mol

Synonyms:1,3-Cyclopentadiene,1,2,3,4,5-pentaphenyl- (8CI);Cyclopentadiene, 1,2,3,4,5-pentaphenyl-(6CI,7CI);1,1',1'',1''',1''''-Cyclopenta-1,3-diene-1,2,3,4,5-pentaylpentabenzene;(2,3,4,5-Tetraphenyl-2,4-cyclopentadien-1-yl)benzene;PPCP;

Chemical Property of 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE

Chemical Property:

• Appearance/Colour: Light yellow crystalline powder
• Vapor Pressure: 2.41E-13mmHg at 25°C
• Melting Point: 254-256 °C(lit.)
• Refractive Index: 1.666
• Boiling Point: 591.6 °C at 760 mmHg
• Flash Point: 314 °C
• PSA: 0.00000
• Density: 1.15 g/cm³
• LogP: 9.00580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble in pyridine 5 mg/ml.

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2,3,4,5-Pentaphenyl-1,3-cyclopentadiene due to its optical properties, it is used in electroluminescent devices.

Technology Process of 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE

There total 43 articles about 1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE 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: 88.0%

1-bromo-1,2,3,4,5-pentaphenylcyclopenta-2,4-diene (56849-84-4) → 1,2,3,4,5-pentaphenylcyclopentadiene (2519-10-0)

Guidance literature:

With hydrogenchloride; n-butyllithium; 1) THF, hexane, -78 deg C to -40 deg C, 2) THF, hexane;

Reference yield: 78.0%

phenyllithium (591-51-5) + 2,3,4,5-tetraphenylcyclopenta-2,4-dienone (479-33-4) → 1,2,3,4,5-pentaphenylcyclopentadiene (2519-10-0)

Guidance literature:

phenyllithium; 2,3,4,5-tetraphenylcyclopenta-2,4-dienone; In tetrahydrofuran; diethyl ether; cyclohexane; at 20 ℃; for 0.25h;

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; cyclohexane; for 0.5h;

DOI:10.1002/ejoc.201000821

Reference yield: 77.0%

bromobenzene (108-86-1,52753-63-6) → 1,2,3,4,5-pentaphenylcyclopentadiene (2519-10-0)

Guidance literature:

With tri-tert-butyl phosphine; caesium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 130 ℃; for 3h;

DOI:10.1039/a804026e

upstream raw materials:

1,2,3,4,5-pentaphenylcyclopenta-2,4-dien-1-ol

1,2,3,4,5-pentaphenyl-cyclopentane-1,2-diol

1-bromo-1,2,3,4,5-pentaphenylcyclopenta-2,4-diene

endo-1,2,3,4,5,6,7-heptaphenyltricyclo<3.2.1.0^2,4>-6-octen-8-one

Downstream raw materials:

1,2,3,4,5-Penta(4-acetylphenyl)-1,3-cyclopentadiene

pentaphenylstannocene

pentaphenylcyclopentadienylthallium

dicarbonylpentaphenylcyclopentadienylcobalt

Refernces

• 1、 Nishina, Yuta,Tatsuzaki, Tomohiro,Tsubakihara, Ayano,Kuninobu, Yoichiro,Takai, Kazuhiko. "Synthesis of multisubstituted cyclopentadienes from cyclopentenones prepared via catalytic double aldol condensation and nazarov reaction sequence". . p. 2585 - 2589. Retrieved 2011/11/29.
• 2、 Dennis, Glen D.,Edwards-Davis, David,Field, Leslie D.,Masters, Anthony F.,Maschmeyer, Thomas,Ward, Antony J.,Buys, Irmi E.,Turner, Peter. "Fused supracyclopentadienyl ligand precursors. synthesis, structure, and some reactions of 1,3-diphenylcyclopenta[l]phenanthrene-2-one, 1,2,3-Triphenylcyclopenta[l]phenanthrene-2-ol, 1-Chloro-1,2,3-triphenylcyclopenta[l]phenanthrene, 1-Bromo-1,2,3-triphenylcyclopenta[l]phenanthrene, and 1,2,3-Triphenyl-1H-cyclopenta[l]phenanthrene". . p. 135 - 146. Retrieved 2008/02/02.