• Chemical structure of Rubrene (5,6,11,12-tetraphenyltetracene), CAS 517-51-1, ≥98% — bright-red polycyclic aromatic hydrocarbon (C42H28), a tetracene backbone bearing four phenyl groups at the 5,6,11,12-positions. A high-mobility organic semiconductor and highly fluorescent emitter, used in organic field-effect transistors (OFETs) and single-crystal devices, as a red/yellow dopant in OLEDs, and as a sensitizer for chemiluminescence. Supplied by NorrChemica with DDP shipping. CoA and SDS provided.
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NorrChemica™

Rubrene

CAS 517-51-1 ≥98%

Rubrene | CAS 517-51-1 | ≥98%

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Technical Specifications

CAS Number 517-51-1
EC / EINECS Number 208-242-0
MDL Number MFCD00003703
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
InChI 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
InChIKey YYMBJDOZVAITBP-UHFFFAOYSA-N
PubChem CID 68203
Molecular Formula C₄₂H₂₈
Molecular Weight 532.67 g/mol
Melting Point 330-335 °C
Solubility Soluble in common organic solvents, insoluble in water
Purity ≥98%
Physical Form Red to dark red crystalline powder
HS Code 2902.90
Country of Origin Finland
Shelf Life Retest period: 36 months from date of manufacture
Storage Conditions Store under inert gas (nitrogen or argon) in a tightly sealed container, protected from light

Product Description & Scientific Applications

Rubrene (5,6,11,12-tetraphenyltetracene) is a red polycyclic aromatic hydrocarbon and one of the most extensively studied organic semiconductors.

Charge transport. Rubrene forms several polymorphs; the device-relevant one is the orthorhombic phase (space group Cmca), grown as single crystals by physical vapour transport. Its tetracene backbones stack in a herringbone motif with large π-overlap and minimal short-axis slip. In conventional single-crystal field-effect transistors (vacuum or air-gap dielectric), record room-temperature hole mobilities are around 15–20 cm² V⁻¹ s⁻¹, rising to about 40 cm² V⁻¹ s⁻¹ as an intrinsic, contact-corrected value — among the highest for any organic semiconductor, though now matched by some thiophene-based materials. Transport follows a band-like temperature dependence, the mobility rising on cooling, and is strongly anisotropic, fastest along the b-axis. The triclinic and monoclinic forms, with weaker π-overlap, transport charge far less well.

Excited-state behaviour. Neat rubrene undergoes singlet fission, converting one singlet exciton into two triplets on a picosecond timescale. It is also a common annihilator in triplet–triplet annihilation photon upconversion and a light-emitting dopant in OLEDs.

Photo-oxidation. Rubrene is selectively oxidised by singlet oxygen — and not by other oxygen species — to a colourless endoperoxide, from which the parent hydrocarbon is regenerated on heating. This selectivity makes it a standard chemical probe for singlet oxygen. Because it photo-oxidises readily in solution, the solid is best stored and handled protected from light and air.

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Safety Information

Hazard Class Not regulated for transport
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)
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