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Dinaphthylene dioxide

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Dinaphthylene dioxide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name Xanthenoxanthene
Other names Dinaphthalene dioxide
peri-Xanthenoxanthene
(2,8');(8,2')-dioxo-1,1'-binaphthyl
NSC47493
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1/C20H10O2/c1-3-11-7-9-16-19-17(11)13(5-1)21-15-10-8-12-4-2-6-14(22-16)18(12)20(15)19/h1-10HKey: AMDQVKPUZIXQFC-UHFFFAOYAZ
SMILES
  • O2c1cccc5c1c4c3c2ccc6c3c(Oc4cc5)ccc6
Properties
Chemical formula C20H10O2
Molar mass 282.298 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Dinaphthylene dioxide, also known as peri-xanthenoxanthene (PXX), is an organic compound used to synthesize 3,9-diphenyl-peri-xanthenoxanthene (Ph-PXX). Ph-PXX, in its soluble form, is used as organic semiconductor for thin-film transistors (TFT).

STM images of brominated PXX molecules

References

  1. Dinaphthylene dioxide, PubChem
  2. Kobayashi, N.; Sasaki, M.; Nomoto, K. (2009). "Stableperi-Xanthenoxanthene Thin-Film Transistors with Efficient Carrier Injection". Chemistry of Materials. 21 (3): 552–556. doi:10.1021/cm802826m.


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