Pentacene

Pentacene (C22H14) is a polycyclic aromatic hydrocarbon consisting of five linearly-fused benzene (C6H6) rings. This highly conjugated compound is an organic semiconductor. The compound generates excitons upon absorption of ultra-violet (UV) or visible light; this makes it very sensitive to oxidation. For this reason, this compound, which is a purple powder, slowly degrades upon exposure to air and light.

Pentacene
Names
Preferred IUPAC name
Pentacene
Other names
2,3:6,7-Dibenzanthracene
Benzo[b]naphthacene
Dibenz[b,i]anthracene
NSC 90784
lin-Dibenzanthracene
lin-Naphthoanthracene
Identifiers
3D model (JSmol)
1912418
ChEBI
ChemSpider
ECHA InfoCard 100.004.722
EC Number
  • 205-193-7
733903
UNII
  • InChI=1S/C22H14/c1-2-6-16-10-20-14-22-12-18-8-4-3-7-17(18)11-21(22)13-19(20)9-15(16)5-1/h1-14H Y
    Key: SLIUAWYAILUBJU-UHFFFAOYSA-N Y
  • InChI=1/C22H14/c1-2-6-16-10-20-14-22-12-18-8-4-3-7-17(18)11-21(22)13-19(20)9-15(16)5-1/h1-14H
    Key: SLIUAWYAILUBJU-UHFFFAOYAR
  • c1ccc2cc3cc4cc5ccccc5cc4cc3cc2c1
Properties
C22H14
Molar mass 278.354 g·mol−1
Appearance Dark blue powder
Density 1.3 g cm−3
Melting point > 300 °C (572 °F; 573 K) sublimes at 372 °C
Boiling point 40–43 °C (104–109 °F; 313–316 K) at 0.15 torr
-205.4 × 10−6 cm3 mol−1
Structure
Triclinic
P-1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Structurally, pentacene is one of the linear acenes, the previous one being tetracene (four fused benzene rings) and the next one being hexacene (six fused benzene rings). In August 2009, a group of researchers from IBM published experimental results of imaging a single molecule of pentacene using an atomic force microscope. In July 2011, they used a modification of scanning tunneling microscopy to experimentally determine the shapes of the highest occupied and lowest unoccupied molecular orbitals.

In 2012, pentacene-doped p-terphenyl was shown to be effective as the amplifier medium for a room-temperature maser.

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