Rubrene supplier | CasNO.517-51-1

Name
Rubrene
EINECS 208-242-0
CAS No. 517-51-1
Article Data38
CAS DataBase
Density 1.176 g/cm³
Solubility Soluble in hot toluene. Insoluble in water.
Melting Point >315 °C(lit.)
Formula C₄₂H₂₈
Boiling Point 649 °C at 760 mmHg
Molecular Weight 532.684
Flash Point 351.6 °C
Transport Information
Appearance red crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5,6,11,12-Tetraphenylnaphthacene;5,6,11,12-Tetraphenyltetracene;Rubren;
PSA 0.00000
LogP 11.81420

Synthetic route

: 127257-80-1
5,12-dihydro-5,12-epoxy-5,6,11,12-tetraphenylnaphthacene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With aluminum tri-bromide; cesium iodide In chloroform -78 deg C -> room temp.;	88%

: 849-01-4
1,3,3-triphenylprop-2-en-1-one

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With phosphorus pentachloride Behandlung des Reaktionsprodukts mit Kaliumacetat in Aethanol;

: 56024-62-5
3-acetoxy-1,3,3-triphenylpropyne

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: 850-65-7
3-methoxy-1,3,3-triphenylprop-1-yne

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: 2115-19-7
ethyl 1,1,3-triphenyl-2-propynyl ether

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: 63450-98-6
1-Chlor-1.1.3-triphenyl-propin-(2)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With quinoline at 120℃; unter vermindertem Druck;

: propionic acid-(triphenyl-prop-2-ynyl ester)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: butyric acid-(triphenyl-prop-2-ynyl ester)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: benzoic acid-(triphenyl-prop-2-ynyl ester)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 6,11,12-triphenyl-12H-naphthacen-5-one

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With tetrahydrofuran; phenylmagnesium bromide anschliessendes Behandeln mit wss. HCl;

: 1,1,3-triphenyl-prop-2-ynylamine; hydrochloride

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: N-(1,1,3-triphenyl-prop-2-ynyl)-aniline; hydrochloride

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: N-(1,1,3-triphenyl-prop-2-ynyl)-p-toluidine; hydrochloride

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
beim Erhitzen;

: N-(triphenyl-prop-2-ynyl)-o-anisidine; hydrochloride

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 886-65-7, 538-81-8
trans,trans-1,4-Diphenyl-1,3-butadiene

A: 3029-19-4
pyrene-1-aldehyde

B: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With oxygen In benzene Rate constant; Irradiation; quenching of polyene triplet;

: C42H28(1+)*C2F3O2(1-)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane Mechanism; other aromatic radical cations;

: 34507-27-2
thianthrene cation radical

: rubrene anion radical

A: 517-51-1
5,6,11,12-tetraphenylnaphthacene

B: 92-85-3
Thianthrene

Conditions

Conditions	Yield
In acetonitrile emission, other cation radicals;

...Expand

: 1499-10-1
9,10-diphenylanthracene anion radical

: 5,6,11,12-tetraphenylnaphthacene cation radical

A: 1499-10-1
9,10-diphenylanthracene

B: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
In acetonitrile emission, other anion radicals;

...Expand

: 60-29-7
diethyl ether

: 98480-37-6
epoxy-5,12 phenoxy-5 triphenyl-6,11,12 dihydro-5,12 naphtacene

15 mol phenyl magnesium bromide: 15 mol phenyl magnesium bromide

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

...Expand

: 32287-37-9
5,6,11,12-tetraphenyl-5,12-dihydro-5,12-epidioxido-naphthacene

A: 517-51-1
5,6,11,12-tetraphenylnaphthacene

B oxygen: oxygen

Conditions

Conditions	Yield
at 100 - 140℃; unter gruenlichgelber Luminescenz;

: 32287-37-9
5,6,11,12-tetraphenyl-5,12-dihydro-5,12-epidioxido-naphthacene

: 71-43-2
benzene

A: 517-51-1
5,6,11,12-tetraphenylnaphthacene

B oxygen: oxygen

Conditions

Conditions	Yield
at 20℃; Irradiation;

...Expand

: 849-01-4
1,3,3-triphenylprop-2-en-1-one

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
Behandlung des Reaktionsprodukts mit Kaliumacetat in Aethanol und anschliessendes Erhitzen;

3-chloro-1.3.3-triphenyl-propyne-(1): 3-chloro-1.3.3-triphenyl-propyne-(1)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
at 100 - 120℃; unter vermindertem Druck;

5.12-dihydroxy-5.6.11.12-tetraphenyl-5.12-dihydro-naphthacene: 5.12-dihydroxy-5.6.11.12-tetraphenyl-5.12-dihydro-naphthacene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With sodium hypophosphite; acetic acid; potassium iodide at 130℃;
With iron; acetic acid

5-chloro-5.6.11.12-tetraphenyl-5.12-dihydro-naphthacene(?): 5-chloro-5.6.11.12-tetraphenyl-5.12-dihydro-naphthacene(?)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With benzene
With acetone

9-chloro-9.10.11.12-tetraphenyl-9.10-dihydro-naphthacene: 9-chloro-9.10.11.12-tetraphenyl-9.10-dihydro-naphthacene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

hydrochloride of 3-amino-1.3.3-triphenyl-propyne-(1): hydrochloride of 3-amino-1.3.3-triphenyl-propyne-(1)

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 882656-83-9
5r.6.11.12c-tetraphenyl-5.12-dihydro-naphthacenediol-(5.12t)

: 64-19-7
acetic acid

iron-powder: iron-powder

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

...Expand

methyl ether of diphenyl-phenylacetylenyl-carbinol: methyl ether of diphenyl-phenylacetylenyl-carbinol

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 32287-37-9
5,6,11,12-tetraphenyl-5,12-dihydro-5,12-epidioxido-naphthacene

Conditions

Conditions	Yield
With sodium molybdate; dihydrogen peroxide; sodium dodecyl-sulfate In dichloromethane; water; butan-1-ol at 25℃; for 0.5h;	98%
With bis(dimethyl-di-n-octylammonium) molybdate; dihydrogen peroxide In water; benzene at 25℃; for 0.5h;	98%
With air In chloroform for 24h; Irradiation;	97%

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 98453-04-4
ortho-phenylene-11,12 diphenyl-6,12 oxo-5 dihydro-5,12 naphtacene

Conditions

Conditions	Yield
With hydrogenchloride In chloroform for 120h; Irradiation;	88%

: 113860-02-9
[Cp*Ru(CH3CN)3]OTf

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: ((5,6,11,12-(C5Me5)Ru(η-C6H5))4naphthacene)(OTf)4

Conditions

Conditions	Yield
In dichloromethane Heating, >4 equivalent Ru-complex.;	85%

: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: {CpRu(η6-5,6,11,12-tetraphenylnaphthacene)}PF6*H2O

Conditions

Conditions	Yield
In 1,2-dichloro-ethane byproducts: CH3CN; at 25°C, solution was stirred for 3 h; solvent was removed by rotary evapn., solid was redissolved in CH2Cl2, chromy., washed with ether, elem. anal.;	83%

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: C45H31N3O2

Conditions

Conditions	Yield
In toluene at 120 - 125℃; for 19h; Kinetics; Solvent; Temperature; Inert atmosphere; Sealed tube; Darkness;	78%

: [(η(5)-cyclopentadienyl)Os(η(6)-benzene)]PF6

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: [(η(5)-cyclopentadienyl)Os(η(6)-rubrene)]PF6

Conditions

Conditions	Yield
In acetone refluxed; elem. anal.;	72%

: [(η(5)-cyclopentadienyl)Os(acetonitrile)3]PF6

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: [(η(5)-cyclopentadienyl)Os(η(6)-rubrene)]PF6

Conditions

Conditions	Yield
In acetone byproducts: MeCN; N2-atmosphere; equimolar amts., stirring for 4 h; solvent removal (reduced pressure), dissoln. in CH2Cl2, passing over Kieselguhr, pptn. on hexane addn., collection (filtration), washing (Et2O);elem. anal.;	72%

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 4b,9,10-triphenyl-4b,9-dihydroindeno[1,2,3-fg]naphthacene

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 3h;	63%

: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: {(CpRu)2(rubrene)}PF6

Conditions

Conditions	Yield
In dichloromethane ratio of organic compound to coordination compound 1:2, refluxing for 23 h; chromy. (diatomaceous earth), recrystn., elem. anal.;	51%

: 930-88-1
N-methylmaleimide

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

A: 98453-05-5
N-methyl ethano-1,4 dihydro-1,4 tetraphenyl-5,6,11,12 naphtacene dicarboximide-13,14 (exo)

B: 98524-64-2
N-methyl ethano-1,4 dihydro-1,4 tetraphenyl-5,6,11,12 naphtacene-dicarboximide-13,14 (endo)

Conditions

Conditions	Yield
In various solvent(s) for 0.5h; Heating;	A 50% B 11%

...Expand

: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: {CpRu(η6-5,6,11,12-tetraphenylnaphthacene)}PF6*H2O

Conditions

Conditions	Yield
In acetone byproducts: CH3CN; solution was refluxed in acetone for 65 h; solvent was removed with a stream of N2, solid was redissolved in acetonitrile, chromy., recrystd. from acetone/ether, elem. anal.;	40%

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 882656-83-9
5r.6.11.12c-tetraphenyl-5.12-dihydro-naphthacenediol-(5.12t)

Conditions

Conditions	Yield
With potassium permanganate; sulfuric acid; benzene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 73982-26-0
5,6,11,12-tetraphenyl-5,11-dihydro-naphthacene

Conditions

Conditions	Yield
dihydrorubrene of mp: 231 degree;

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 861095-05-8
5,6,11,12-tetraphenyl-5,12-dihydro-naphthacene-5,12-dicarboxylic acid

Conditions

Conditions	Yield
With diethyl ether; sodium anschliessendes Behandeln mit Kohlendioxid;

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 5,6,11,12-tetraphenyl-1,2,3,4-tetrahydro-naphthacene-1,2,3,4-tetraol

Conditions

Conditions	Yield
With pyridine; osmium(VIII) oxide; benzene

: 517-51-1
5,6,11,12-tetraphenylnaphthacene

: 127257-80-1
5,12-dihydro-5,12-epoxy-5,6,11,12-tetraphenylnaphthacene

Conditions

Conditions	Yield
With chromic acid
With nitric acid
With permanganate(VII) ion

Rubrene Chemical Properties

Molecular Structure of Rubrene (CAS NO.517-51-1):

IUPAC Name: 5,6,11,12-tetraphenyltetracene
CAS: 517-51-1
Molecular Formula: C₄₂H₂₈
Molecular Weight: 532.67
EINECS: 208-242-0
Melting point: >315 °C(lit.)
Form: powder
Index of Refraction: 1.716
Molar Refractivity: 178.14 cm³
Molar Volume: 452.9 cm³
Polarizability: 70.62 10^-24cm³
Surface Tension: 51.3 dyne/cm
Density: 1.176 g/cm³
Flash Point: 351.6 °C
Enthalpy of Vaporization: 92.21 kJ/mol
Boiling Point: 649 °C at 760 mmHg
Vapour Pressure: 5.14E-16 mmHg at 25°C
InChI
InChI=1/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
Smiles
c12c(c(c3c(cccc3)c1c1ccccc1)c1ccccc1)c(c1ccccc1)c1c(cccc1)c2c1ccccc1
Product Categories: Organics; Electronic Chemicals; Electroluminescence; Functional Materials; Highly Purified Reagents; Other Categories; Refined Products by Sublimation; Dark red crystal

Rubrene Uses

Rubrene (CAS NO.517-51-1) is mainly used as organic reagents and pharmaceutical intermediates.

Rubrene Safety Profile

Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 10-23

Rubrene Specification

Rubrene (CAS NO.517-51-1) is also named as 5,6,11,12-Tetraphenylnaphthacene;rubrene ; 5,6,11,12-tetraphenyl-naphthacen ; 5,6,11,12-tetraphenyl-naphthacene,(rubrene) ; 5,6,11,12-Tetraphenyltetracene ; Naphthacene, 5,6,11,12-tetraphenyl- ; naphthacene,5,6,11,12-tetraphenyl- and so on. It is a red crystalline powder.

Product Name

Rubrene

Synthetic route

Rubrene Chemical Properties

Rubrene Uses

Rubrene Safety Profile

Rubrene Specification

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