Rubrene - PrimorTrace™, sublimed grade, ≥99.99% metals basis , CAS No.517-51-1

CAS: 517-51-1 Cat. No.: R432820 Molecular Weight: 532.67 Beilstein Registry Number: 1917339 EC Number: 208-242-0 PubChem CID: 68203

GRADE & PURITY PrimorTrace™, Sublimed grade, ≥99.99% metals basis

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

Shipped In

Normal

Overview

TGA/DSC Lot specific traces available upon request

Application

Organic electronic material useful as OLED dopant (red, λ em = 550nm) and as p-type organic semiconductor. Carrier mobilities of 8-20 cm 2 / Vs can be achieved in OFETs based on single crystals of sublimed rubrene. Reagent for chemiluminescence research and for transition metal complex ligation.

Specifications

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 |

Specifications & Purity

PrimorTrace™, sublimed grade, ≥99.99% metals basis

Storage

Room temperature

Shipped In

Normal

Grade

PrimorTrace™, Sublimed grade

Purity

≥99.99% metals basis

Names and Identifiers

• Canonical 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
• 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
• Isomeric 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 Germany: 3
• PubChem CID: 68203
• Molecular Weight: 532.67
• Beilstein: 1917339
• Reaxy-Rn: 1917339

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Class: 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
• Description: 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

Chemical and Physical Properties

• Melt Point(°C): 330-335 °C
• Molecular Weight: 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

References

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]