Perylenetetracarboxylic dianhydride

Perylenetetracarboxylic dianhydride
Names
	Preferred IUPAC name Peryleno[3,4-cd:9,11-c′d′]dipyran-3,5,10,12-tetrone
	Other names Perylene-3,4,9,10-tetracarboxylic dianhydride, Pigment Red 224
Identifiers
CAS Number	128-69-8;
3D model (JSmol)	Interactive image;
ChemSpider	60534;
ECHA InfoCard	100.004.461
EC Number	204-905-3;
PubChem CID	67191;
UNII	NH27FW2PET ;
CompTox Dashboard (EPA)	DTXSID1059577 ;
	InChI InChI=1S/C24H8O6/c25-21-13-5-1-9-10-2-6-15-20-16(24(28)30-23(15)27)8-4-12(18(10)20)11-3-7-14(22(26)29-21)19(13)17(9)11/h1-8H Key: CLYVDMAATCIVBF-UHFFFAOYSA-N; InChI=1/C24H8O6/c25-21-13-5-1-9-10-2-6-15-20-16(24(28)30-23(15)27)8-4-12(18(10)20)11-3-7-14(22(26)29-21)19(13)17(9)11/h1-8H Key: CLYVDMAATCIVBF-UHFFFAOYAS;
	SMILES c1cc2c3c(ccc4c3c1c5ccc6c7c5c4ccc7C(=O)OC6=O)C(=O)OC2=O;
Properties
Chemical formula	C24H8O6
Molar mass	392.32
Density	1.7 g/cm3
Melting point	~350 °C
Structure
Crystal structure	Monoclinic, P21/c
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Perylenetetracarboxylic dianhydride (PTCDA) is an organic dye molecule and an organic semiconductor. It is used as a precursor to a class of molecules known as Rylene dyes, which are useful as pigments and dyes. It is a dark red solid with low solubility in aromatic solvents. The compound has attracted much interest as an organic semiconductor.^[2]

^ PTCDA.
^ Russell, James C.; Blunt, Matthew O.; Goretzki, Gudrun; Phillips, Anna G.; Champness, Neil R.; Beton, Peter H. (2010). "Solubilized Derivatives of Perylenetetracarboxylic Dianhydride (PTCDA) Adsorbed on Highly Oriented Pyrolytic Graphite". Langmuir. 26 (6): 3972–3974. doi:10.1021/la903335v. ISSN 0743-7463.

[1] PTCDA.

[RussellBlunt2010-2] Russell, James C.; Blunt, Matthew O.; Goretzki, Gudrun; Phillips, Anna G.; Champness, Neil R.; Beton, Peter H. (2010). "Solubilized Derivatives of Perylenetetracarboxylic Dianhydride (PTCDA) Adsorbed on Highly Oriented Pyrolytic Graphite". Langmuir. 26 (6): 3972–3974. doi:10.1021/la903335v. ISSN 0743-7463.

[1]

[2]