para-Azoxyanisole

para-Azoxyanisole (PAA) is an organic, aromatic compound. Its chemical formula is C14H14N2O3. In a solid state, it appears as a white powder, but when heated it forms a liquid crystal. As one of the first known and most readily prepared liquid crystals,[1] PAA has played an important role in the development of liquid crystal displays.[2]

para-Azoxyanisole
Para-Azoxyanisole
Names
IUPAC name
1-Methoxy-4-[(4-methoxyphenyl)-NNO-azoxy]benzene
Other names
p-Azoxyanisole
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H14N2O3/c1-18-13-7-3-11(4-8-13)15-16(17)12-5-9-14(19-2)10-6-12/h3-10H,1-2H3/b16-15- checkY
    Key: KAEZRSFWWCTVNP-NXVVXOECSA-N checkY
  • InChI=1/C14H14N2O3/c1-18-13-7-3-11(4-8-13)15-16(17)12-5-9-14(19-2)10-6-12/h3-10H,1-2H3/b16-15-
    Key: KAEZRSFWWCTVNP-NXVVXOECBU
  • COc2ccc(\N=[N+](/[O-])c1ccc(OC)cc1)cc2
Properties
C14H14N2O3
Molar mass 258.277 g·mol−1
Density 1.14 g/cm3
Melting point 114.9 °C (238.8 °F; 388.0 K)
Boiling point 417.9 °C (784.2 °F; 691.0 K) at 760 mmHg
Hazards
Flash point 206.6 °C (403.9 °F; 479.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Its liquid crystal range is from 118 °C to 136 °C. The solid to nematic transition is at 118 °C and the nematic to isotropic liquid transition at 136 °C.[1]

References
  1. Shao, Y.; Zerda, T. W. (1998). "Phase Transitions of Liquid Crystal PAA in Confined Geometries". Journal of Physical Chemistry B. 102 (18): 3387–3394. doi:10.1021/jp9734437.
  2. Liquid Gold: The Story of Liquid Crystal Displays and the Creation of an Industry, Joseph A. Castellano, ISBN 978-981-238-956-5
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