Pentacene

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
CAS Number	135-48-8 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1912418
ChEBI	CHEBI:33148 Y
ChemSpider	8347 Y
ECHA InfoCard	100.004.722
EC Number	205-193-7
Gmelin Reference	733903
PubChem CID	8671
UNII	9FQU5HA0UY Y
CompTox Dashboard (EPA)	DTXSID7059648
InChI 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
SMILES c1ccc2cc3cc4cc5ccccc5cc4cc3cc2c1
Properties
Chemical formula	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
Magnetic susceptibility (χ)	-205.4 × 10−6 cm3 mol−1
Structure
Crystal structure	Triclinic
Space group	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

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.

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.^[1][2] 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.^[3][4]

In 2012, pentacene-doped p-terphenyl was shown to be effective as the amplifier medium for a room-temperature maser.^[5]