Pentacene

Base Information

• Chemical Name: Pentacene
• CAS No.: 135-48-8
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• Hs Code.: 29029090
• European Community (EC) Number: 205-193-7
• NSC Number: 90784
• UNII: 9FQU5HA0UY
• DSSTox Substance ID: DTXSID7059648
• Nikkaji Number: J5.604I
• Wikipedia: Pentacene
• Wikidata: Q424450
• Metabolomics Workbench ID: 54833
• Mol file: 135-48-8.mol

Synonyms:pentacene

Chemical Property of Pentacene

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1.41E-10mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.811
• Boiling Point: 524.67 °C at 760 mmHg
• Flash Point: 264.522 °C
• PSA: 0.00000
• Density: 1.232 g/cm³
• LogP: 6.29940
• Storage Temp.: 0-6°C
• Sensitive.: Air & Light Sensitive
• Solubility.: Soluble in organic solvents.
• Water Solubility.: insoluble
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Pentacene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C=C3C=C4C=C5C=CC=CC5=CC4=CC3=CC2=C1
• Description: Pentacene, an acene with flat-like molecules made of five linearly-fused benzene rings, has been extensively?studied as a p-type semiconductor in organic field-effect?transistors. It is known to exhibit large carrier mobilities?of about 1 cm2 /V s within the plane parallel to the?substrate.
• Uses: Pentacene is a polycyclic aromatic compound found in wastewater treatment facility units. Pentacene can be used as OPV device (Organo Photovoltaic) and as semiconductors.

Technology Process of Pentacene

There total 55 articles about Pentacene 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: 100.0%

6,13-dihydro-6,13-epithiomethanopentacen-16-one (783321-43-7) → pentacene (135-48-8)

Guidance literature:

at 220 ℃; UV-irradiation;

DOI:10.1016/j.tet.2010.06.051

Reference yield: 96.0%

6,13-dihydro-6,13-ethanopentacene-15,16-dione → pentacene (135-48-8)

Guidance literature:

In chloroform; at 20 ℃; Irradiation;

Reference yield: 93.0%

6,13-dihydroxy-6,13-dihydropentacene → pentacene (135-48-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In water; N,N-dimethyl-formamide; at 0 ℃; for 0.0291667h; Darkness;

DOI:10.3390/molecules17044625

upstream raw materials:

6,13-dihydropentacene

tetrachloromethane

chloranil

15r.16c.18.19-tetrachloro-17.20-dioxo-6.13.15.16.17.20-hexahydro-6.13-o-benzeno-pentacene

Downstream raw materials:

pentacene-5,7,12,14-tetraone

17.20-dioxo-(15rH.16cH)-6.13.15.16.17.20-hexahydro-6.13-o-benzeno-pentacene

Refernces

• 1、 Aotake, Tatsuya,Ikeda, Shinya,Kuzuhara, Daiki,Mori, Shigeki,Okujima, Tetsuo,Uno, Hidemitsu,Yamada, Hiroko. "Synthesis, structure, and photochemistry of 5,14-diketopentacene". . p. 1723 - 1729. Retrieved 2012.
• 2、 Chen, Kew-Yu,Hsieh, Hsing-Hung,Wu, Chung-Chih,Hwang, Jiunn-Jye,Chow, Tahsin J.. "A new type of soluble pentacene precursor for organic thin-film transistors". . p. 1065 - 1067. Retrieved 2007.
• 3、 Mondal, Rajib,Toenshoff, Christina,Khon, Dmitriy,Neckers, Douglas C.,Bettinger, Holger F.. "Synthesis, stability, and photochemistry of pentacene, hexacene, and heptacene: A matrix isolation study". . p. 14281 - 14289. Retrieved 2009.
• 4、 Pramanik, Chandrani,Miller, Glen P.. "An improved synthesis of pentacene: Rapid access to a benchmark organic semiconductor". . p. 4625 - 4633. Retrieved 2012.
• 5、 Chuang, Ta-Hsien,Hsieh, Hsing-Hung,Chen, Chang-Ken,Wu, Chung-Chih,Lin, Chao-Chen,Chou, Pi-Tai,Chao, Ting-Han,Chow, Tahsin J.. "Photogeneration and thermal generation of pentacene from soluble precursors for OTFT applications". . p. 2869 - 2872. Retrieved 2008.
• 6、 Vets, Nathalie,Smet, Mario,Dehaen, Wim. "Synthesis and thermolysis of a Diels-Alder adduct of pentacene and thiophosgene". . p. 7287 - 7289. Retrieved 2004.
• 7、 ?ámal, Michal,Cisa?ová, Ivana,Gourdon, André,Hung, Nguyen Khanh,Jancarik, Andrej,Levet, Gaspard,Rybá?ek, Ji?í. "Preparation of a Key Tetraene Precursor for the Synthesis of Long Acenes". . . Retrieved 2020.
• 8、 Chao, Ting-Han,Chang, Ming-Jen,Watanabe, Motonori,Luo, Ming-Hui,Chang, Yuan Jay,Fang, Tzu-Chien,Chen, Kew-Yu,Chow, Tahsin J.. "Solution processed high performance pentacene thin-film transistors". . p. 6148 - 6150. Retrieved 2012.
• 9、 Emenike, Bright U.,Spinelle, Ronald A.,Rosario, Ambar,Shinn, David W.,Yoo, Barney. "Solvent Modulation of Aromatic Substituent Effects in Molecular Balances Controlled by CH-π Interactions". . p. 909 - 915. Retrieved 2018.