Rubrene - sublimed grade, ≥99%(HPLC) , CAS No.517-51-1

CAS: 517-51-1 Cat. No.: R115354 Peso molecular: 532.67 Beilstein Registry Number: 1917339 Número EC: 208-242-0 PubChem CID: 68203

GRADE & PURITY Sublimed grade, ≥99%(HPLC)

Synonyms

rubreneperoxide | Q415911 | 5,11,12-Tetraphenylnaphthacene | Naphthacene,6,11,12-tetraphenyl- | 5,6,11,12-tetraphenyl-naphthacene, (rubrene) | 5,6,11,12-Tetraphenyltetracene | A828751 | Rubrene, sublimed grade, 99.99% trace metals basis | AKOS015840537 |

Storage

Room temperature,Argon charged

Shipped In

Normal

Descripción general

Organic electronic material useful as OLED dopant (red, λem = 550nm) and as p-type organic semiconductor.1 Carrier mobilities of 8-20 cm2/ Vs can be achieved in OFETs based on single crystals of sublimed rubrene. Reagent for chemiluminescence research and for transition metal complex ligation.

Specifications

Sinónimos

rubreneperoxide | Q415911 | 5, 11, 12-Tetraphenylnaphthacene | Naphthacene, 6, 11, 12-tetraphenyl- | 5, 6, 11, 12-tetraphenyl-naphthacene, (rubrene) | 5, 6, 11, 12-Tetraphenyltetracene | A828751 | Rubrene, sublimed grade, 99.99% trace metals basis | AKOS015840537 |

Especificaciones y pureza

sublimed grade, ≥99%(HPLC)

Condiciones de almacenamiento de almacenamiento

Room temperature, Argon charged

Enviado en

Normal

Grado

Sublimed grade

Pureza

≥99%(HPLC)

Nombres e identificadores

• Pubchem Sid: 504754267
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754267
• Sonrisas canónicas: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=C(C5=CC=CC=C5C(=C24)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8
• IUPAC Name: 5,6,11,12-tetraphenyltetracene
• InChIKey: YYMBJDOZVAITBP-UHFFFAOYSA-N
• INCHI: 1S/C42H28/c1-5-17-29(18-6-1)37-33-25-13-14-26-34(33)39(31-21-9-3-10-22-31)42-40(32-23-11-4-12-24-32)36-28-16-15-27-35(36)38(41(37)42)30-19-7-2-8-20-30/h1-28H
• Isómeros SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=C(C5=CC=CC=C5C(=C24)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8
• WGK Alemania: 3
• PubChem CID: 68203
• Peso molecular: 532.67
• Beilstein: 1917339
• Reaxy-Rn: 1917339

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Clase Arylnaphthalene lignans

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Clase: Arylnaphthalene lignans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Arylnaphthalene lignans
• Alternative Parents: Linear diarylheptanoids Naphthacenes Benzene and substituted derivatives Aromatic hydrocarbons Polycyclic hydrocarbons Unsaturated hydrocarbons
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Linear 1,7-diphenylheptane skeleton - Arylnaphthalene lignan skeleton - Tetracene - Benzenoid - Monocyclic benzene moiety - Aromatic hydrocarbon - Polycyclic hydrocarbon - Unsaturated hydrocarbon - Hydrocarbon - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in hot toluene. Insoluble in water.
• Sensibilidad: Air sensitive.
• Punto de fusión (°C): 330-335 °C
• Peso molecular: 532.700 g/mol
• XLogP3: 12.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 532.219 Da
• Monoisotopic Mass: 532.219 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 696.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Ruofei Xing, Ziqing Li, Wenxiao Zhao, Dong Wang, Ranran Xie, Yanxue Chen, Limin Wu, Xiaosheng Fang.  (2023)  Waterproof and Flexible Perovskite Photodetector Enabled By P-type Organic Molecular Rubrene with High Moisture and Mechanical Stability.  ADVANCED MATERIALS,      [PMID:38118456] [10.1002/adma.202310248]

2. Sartaj Wali, Qin Yin, Jiao Li, Guoxiang Si, Muhammad Shafi, Junfeng Ren, Hongbin Zhang.  (2021)  Organic rubrene/topological insulator Bi2Se3/SiO2 hybrid heterojunction photodetectors for broadband and ultrafast photodetection application.  Journal of Materials Chemistry C,  10  (4): (1289-1301).  [PMID:] [10.1039/D1TC04192D]

3. Xinyu Wang, Xing Wang, Glib V. Baryshnikov, Rashid R. Valiev, Rongwei Fan, Songtao Lu, Hans Ågren, Guanying Chen.  (2021)  A hybrid molecular sensitizer for triplet fusion upconversion.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.131282]

4. Xiaojing Zhang, Dong Liu, Bin Lu, Liehao Tian, Yuxin Li, Dalin Li, Jiawei Zhang, Tao He.  (2025)  Synergistic Surface Doping of Organic Crystals with Source-Gated Architectures: Ultra-stable, High-mobility and Strain-insensitive Stretchable Transistors.  Materials Horizons,      [PMID:40878193] [10.1039/D5MH01246E]

5. Bingbing Xie, Yuheng Fu, Zhongshun Wang, Yun Li, Qunyan Zhu, Lin Zhang, Wensheng Yang, Alexander Kuhn.  (2025)  One-Pot Single-Step Approach for the Controlled Synthesis of Multifunctional Microparticles.  ADVANCED MATERIALS,      [PMID:40474412] [10.1002/adma.202506777]

6. Kai Chen, Qinyong Dai, Yunfei Tian, Wenjun Chen, Chao Ai, Yishan Cao, Xianrong Yuan, Qijing Wang, Yi Shi, Yun Li.  (2025)  Ultra-Low-Power Vertical Organic Synaptic Phototransistors for Neuromorphic Vision Preprocessing.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202508673]

7. Junhan Zhang, Chenyue Wang, Chenyang Shen, Muyang Chen, Bingchen He, Zhenhuang Su, Liang Cao, Xingyu Gao.  (2025)  Distinct rubrene/CsPbI2Br interfacial energetics on spin-coated and vacuum evaporated perovskite films.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.163663]