NAPHTHACENE Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

305.1°C (rough estimate)

Density 

1.35

refractive index 

1.5500 (estimate)

form 

Crystalline Powder

color 

Orange

Water Solubility 

1.507ug/L(25 ºC)

semiconductor properties

P-type (mobility=0.4cm2/V·s)

λmax

277 nm

Merck 

14,6369

BRN 

1909299

Stability:

Stable. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H

InChIKey

IFLREYGFSNHWGE-UHFFFAOYSA-N

SMILES

C1=C2C(C=C3C(=C2)C=C2C(C=CC=C2)=C3)=CC=C1

CAS DataBase Reference

92-24-0(CAS DataBase Reference)

EPA Substance Registry System

Naphthacene (92-24-0)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

40-50/53

Safety Statements 

45-36/37-61-60-24/25

RIDADR 

UN 3077 9/PG 3

WGK Germany 

3

RTECS 

QI7605000

HS Code 

29029090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

NAPHTHACENE Usage And Synthesis

Chemical Properties

orange powder

Uses

p-Type organic conductor and OLED dopant. Sublimed grade for organic electronic device applications.

Uses

Naphthacene is a polycyclic aromatic hydrocarbon. Naphthacene is often used as a molecular organic semiconductor in organic field-effect transistors and organic light-emitting diodes. Naphthacene is also used in various applications involving the enhancement of photocurrent.

Definition

ChEBI: An acene that consists of four ortho-fused benzene rings in a rectilinear arrangement.

General Description

Benz[b]anthracene is an ethylnylated acene that is a conducting polymer, which can be used as a donor material. It has a high photoluminescence and quantum yield that makes it a promising candidate in the development of single crystal electronic material.

Hazard

Explodes when shocked, reacts with oxidizing materials.

Purification Methods

Naphthacene crystallises in orange needles from EtOH, *C6H6 or toluene. Dissolve it in sodium-dried *benzene and pass it through a column of alumina. The eluent is evaporated under vacuum, and the chromatography is repeated using fresh *benzene. Finally, the naphthacene is sublimed in vacuo at 186o. [Martin & Ubblehode J Chem Soc 4948 1961, UV: Clar Chem Ber 65 517 1932, Clar Chem Ber 69 607 1936, IR: Cannon & Sutherland Spectrochim Acta 4 373 1951, Beilstein 5 H 718, 5 IV 2545.]

NAPHTHACENE(92-24-0)Related Product Information

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