para-Azoxyanisole

*para*-Azoxyanisole
Names
	IUPAC name 1-methoxy-4-[(4-methoxyphenyl)-NNO-azoxy]benzene
	Other names p-Azoxyanisole
Identifiers
CAS Number	1562-94-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	14542 ;
PubChem CID	15277;
UNII	4G08S4XUIX ;
	InChI 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- Key: KAEZRSFWWCTVNP-NXVVXOECSA-N ; 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;
	SMILES COc2ccc(\N=[N+](/[O-])c1ccc(OC)cc1)cc2;
Properties
Chemical formula	C14H14N2O3
Molar mass	258.27 g/mol
Density	1.14g/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).

para-Azoxyanisole (PAA) is an organic, aromatic compound. 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]

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

^ ^a ^b 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.
^ Liquid Gold: The Story of Liquid Crystal Displays and the Creation of an Industry, Joseph A. Castellano, ISBN 978-981-238-956-5

[Shao-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

[1]

[2]

Names

IUPAC name 1-methoxy-4-[(4-methoxyphenyl)-NNO-azoxy]benzene
Other names p-Azoxyanisole
Identifiers
CAS Number	1562-94-3
3D model (JSmol)	Interactive image
ChemSpider	14542
PubChem CID	15277
UNII	4G08S4XUIX
InChI 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- Key: KAEZRSFWWCTVNP-NXVVXOECSA-N 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
SMILES COc2ccc(\N=[N+](/[O-])c1ccc(OC)cc1)cc2
Properties
Chemical formula	C₁₄H₁₄N₂O₃
Molar mass	258.27 g/mol
Density	1.14g/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).