5,6,11,12-tetraphenyltetracene

• ChemBase ID: 111128
• Molecular Formular: C42H28
• Molecular Mass: 532.67172
• Monoisotopic Mass: 532.2191009
• SMILES: c1ccc(cc1)c1c2ccccc2c(c2ccccc2)c2c(c3ccccc3)c3ccccc3c(c3ccccc3)c12
• Canonical SMILES: c1ccc(cc1)c1c2ccccc2c(c2c1c(c1ccccc1)c1ccccc1c2c1ccccc1)c1ccccc1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6,11,12-tetraphenyltetracene
• IUPAC Traditional name: rubrene
• Synonyms: Rubrene; 5,6,11,12-Tetraphenylnaphthacene; rubrene; RUBRENE; 5,6,11,12-四苯基并四苯; 红荧烯

Database IDs

• CAS Number: 517-51-1
• EC Number: 208-242-0
• MDL Number: MFCD00003703
• Beilstein Number: 1917339
• PubChem SID: 24888168; 24899352; 24879373; 24879199; 162096064
• PubChem CID: 68203
• Chemspider ID: 61510
• Wikipedia Title: Rubrene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 11.530578
• LogD (pH = 7.4): 11.530578
• Log P: 11.530578
• Molar Refractivity: 175.9534 cm^3
• Polarizability: 78.13141 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder
• Melting Point: 315 °C; 330-335 °C(lit.); 330-335°C
• Absorption Wavelength: λmax 299 nm; λmax 460 nm (2nd)
• Fluorescence: λem 550 nm in THF
• Orbital energy: HOMO 5.4 eV; LUMO 3.2 eV

Safety Information

• Storage Warning: Air Sensitive
• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (UV); ≥98%; 97%; 99.99% trace metals basis
• Grade: for chemiluminescence; reagent; sublimed grade
• Suitability: in accordance for chemiluminescence (550 nm, DNPO, H2O2)
• OLED Device Performance: ITO/CuPc/NPD/Alq3:Rubrene (5%): DCM2 (2%)/Alq3/Mg:In4• Color: red• Max. Luminance: 7780 Cd/m2; ITO/CuPc/NPD/Alq3:Rubrene (5%): DCM2 (2%)/Alq3/Mg:In5• Color: red• Max. Luminance: 7780 Cd/m2; ITO/PEDOT:PSS/EHCz:Rubrene (1 wt%)/Cs2CO3:ITO5• Color: red• Max. EQE: 0.03 %; ITO/PEDOT:PSS/EHCz:Rubrene (1 wt%)/Cs2CO3:ITO6• Color: red• Max. EQE: 0.03 %
• Empirical Formula (Hill Notation): C42H28

DETAILS

Sigma Aldrich - R2206

Application
Reagent for chemiluminescence research and for transition metal complex ligation.3,4
Reagent for chemiluminescence research1 and for transition metal complex ligation.2
Packaging
1 g in glass bottle
100 mg in glass bottle

Sigma Aldrich - 554073

Application
Reagent for chemiluminescence research and for transition metal complex ligation.1,2
Packaging
100, 500 mg in glass bottle

Sigma Aldrich - 551112

Application
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.2,3
Reagent for chemiluminescence research and for transition metal complex ligation.
General description
TGA/DSC Lot specific traces available upon request
Packaging
1, 5 g in glass bottle
100 mg in glass bottle
Protocols & Applications
Thin Film Transistor Device Preparation and Performance using Triple-Sublimed Pentacene

Sigma Aldrich - 84027

Application
Reagent for chemiluminescence research and for transition metal complex ligation.1,2
Other Notes
Fluorescer emitting orange-yellow light (550 nm); used in the strong chemiluminescence produced with oxalate esters3,4; Enhanced CL of peroxalates5