Tetracene

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Structural formula
Structural formula of tetracene
General
Surname Tetracene
other names
  • Naphthacene
  • Benz [ b ] anthracene
Molecular formula C 18 H 12
Brief description

orange leaves

External identifiers / databases
CAS number 92-24-0
EC number 202-138-9
ECHA InfoCard 100.001.945
PubChem 7080
Wikidata Q379089
properties
Molar mass 228.28 g mol −1
Physical state

firmly

density

1.35 g cm −3

Melting point

341 and 357 ° C, respectively

solubility

sparingly soluble in hot benzene and sulfuric acid; Hardly soluble in most organic solvents and water

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The tetracene , and naphthacene , is an aromatic hydrocarbon . It is a logical continuation of the benzene , naphthalene and anthracene series because it consists of four fused benzene rings.

properties

Orange flakes of tetracene

The solutions of tetracene fluoresce slightly green.

Representation and occurrence

Tetracene can be synthesized by reacting phthalic anhydride with corresponding naphthalene derivatives. A natural occurrence is coal tar , from which it can be obtained by distillation .

use

Tetracene is an organic semiconductor and it can be used in research to produce light-generating organic field effect transistors (OFET). However, there is no economically significant application as an optically active organic semiconductor.

Tetracene is also the starting product for dyes , although the route usually leads via the quinones . Tetracene is the main body of Rubren , the Tetracycline u. a. Antibiotics .

Likelihood of confusion

Tetracene can by name easily tetracene , a derivative of tetrazenes be confused, which is highly explosive.

Related links

Individual evidence

  1. a b c d Entry on naphthacene. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
  2. Data sheet Benz [b] anthracene from Sigma-Aldrich , accessed on April 24, 2011 ( PDF ).
  3. T. Takahashi et al .: Ambipolar Light-Emitting Transistors of a Tetracene Single Crystal . In: Advanced Functional Materials . 17, No. 10, 2007, pp. 1623-1628. doi : 10.1002 / adfm.200700046 .