1,2,3,4-Tetraphenyl-1,3-cyclopentadiene

Base Information

• Chemical Name: 1,2,3,4-Tetraphenyl-1,3-cyclopentadiene
• CAS No.: 15570-45-3
• Molecular Formula: C29H22
• Molecular Weight: 370.494
• Hs Code.: 2902909090
• European Community (EC) Number: 239-619-8
• NSC Number: 72113
• UNII: Y473A39659
• DSSTox Substance ID: DTXSID90165955
• Nikkaji Number: J147.236D
• Wikidata: Q83035212
• Mol file: 15570-45-3.mol

Synonyms:1,2,3,4-Tetraphenyl-1,3-cyclopentadiene;15570-45-3;1,2,3,4-Tetraphenylcyclopentadiene;tetraphenylcyclopentadiene;(2,3,4-triphenylcyclopenta-1,3-dien-1-yl)benzene;Benzene, 1,1',1'',1'''-(1,3-cyclopentadiene-1,2,3,4-tetrayl)tetrakis-;1,2,3,4-Tetraphebyl-1,3-cyclopentadene;1,2,3,4-Tetraphenylcyclopenta-1,3-diene;1,3-Cyclopentadiene, 1,2,3,4-tetraphenyl-;(2,4,5-triphenylcyclopenta-1,4-dien-1-yl)benzene;EINECS 239-619-8;C29H22;NSC 72113;NSC-72113;Y473A39659;1,2,3,4-Tetraphenyl-1,3-cyclopentadiene (purified by sublimation);NSC72113;1, 1,2,3,4-tetraphenyl-;1,3,4-Tetraphenylcyclopentadiene;DTXSID90165955;UNII-Y473A39659;MFCD00001355;AKOS015888848;C29-H22;1,3,4-Tetraphenyl-1,3-cyclopentadiene;AS-72517;CS-0095594;FT-0637244;T1333;T3771;CYCLOPENTADIENE, 1,2,3,4-TETRAPHENYL-;T71850;1,2,3,4-Tetraphenyl-1,3-cyclopentadiene, 95%;Cyclopenta-1,3-diene-1,2,3,4-tetrayltetrabenzene;J-009217;(2,3,4-Triphenyl-1,3-cyclopentadien-1-yl)benzene #;Benzene,1',1'',1'''-(1,3-cyclopentadiene-1,2,3,4-tetrayl)tetrakis-;1,1',1'',1'''-(1,3-CYCLOPENTADIENE-1,2,3,4-TETRAYL)TETRAKIS(BENZENE)

Chemical Property of 1,2,3,4-Tetraphenyl-1,3-cyclopentadiene

Chemical Property:

• Appearance/Colour: LIGHT YELLOW TO BEIGE POWDER
• Vapor Pressure: 2.83E-11mmHg at 25°C
• Melting Point: 180-182 °C(lit.)
• Refractive Index: 1.8780 (estimate)
• Boiling Point: 542.3°C at 760 mmHg
• Flash Point: 280.9°C
• PSA: 0.00000
• Density: 1.143g/cm³
• LogP: 7.61210
• Solubility.: soluble in Toluene
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 370.172150702
• Heavy Atom Count: 29
• Complexity: 542

Purity/Quality:

98% ^*data from raw suppliers

1,2,3,4-Tetraphenyl-1,3-cyclopentadiene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=C(C(=C1C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5
• General Description: 1,2,3,4-Tetraphenyl-1,3-cyclopentadiene (TPCP) is a versatile compound that serves as a precursor in the synthesis of sodium cyclopentadienide salts, where its tetraphenyl-shielded structure influences cation solvation behavior in ether solutions. It is also utilized in the development of soluble conjugated porous organic polymers, demonstrating high fluorescence and hydrogen uptake, making it suitable for applications in white light-emitting materials with high quantum yields. Additionally, TPCP derivatives participate in thionation reactions, leading to complex dimerization products such as octaphenyl-dicyclopenta[b,e][1,4]dithiin, highlighting its reactivity and utility in organic synthesis.

Technology Process of 1,2,3,4-Tetraphenyl-1,3-cyclopentadiene

There total 52 articles about 1,2,3,4-Tetraphenyl-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: 96.0%

tert-Butoxy-dimethyl-(2,3,4,5-tetraphenyl-cyclopenta-2,4-dienyl)-silane (77999-13-4) → 1,2,3,4-tetraphenylcyclopentadiene (15570-45-3)

Guidance literature:

With methanol; copper(II) sulfate;

DOI:10.1021/ja00402a058

Reference yield: 91.0%

diazo 2,2-dimethyl-3,4,5,6-tetraphenyl-2-silacyclohexa-3,5-diene (77999-12-3) → 1,2,3,4-tetraphenylcyclopentadiene (15570-45-3)

Guidance literature:

With methanol; copper(II) sulfate;

DOI:10.1021/ja00402a058

Reference yield: 84.0%

2,3,4,5-tetraphenylcyclopenta-2,4-dienone (479-33-4) → 1,2,3,4-tetraphenylcyclopentadiene (15570-45-3)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; for 2h; Heating;

DOI:10.1016/S0022-328X(00)93456-9

upstream raw materials:

piperidine

1-(2,3,4,5-tetraphenyl-cyclopenta-2,4-dienylmethyl)-piperidine

1,2,3,4-tetraphenyl-cyclopentane-1,2-diol

1,2,3,4-tetraphenylfulvene

Downstream raw materials:

1-((2,3,4,5-tetraphenylcyclopenta-2,4-dienylidene)methyl)naphthalene

2-(1,2,3,5-Tetraphenyl-6-aza-bicyclo[3.1.0]hex-2-en-6-yl)-isoindole-1,3-dione

(5-benzylidenecyclopenta-1,3-diene-1,2,3,4 tetrayl)tetrabenzene

1-{4-(1,1',1'',1'''-(1,3-cyclopentadiene-1,2,3,4-tetrayl)tetrakis)}(4,1-C₆H₄COC₅H₁₁)