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Synthesis and mesomorphic properties of calamitic malonates and cyanoacetates tethered to 4-cyanobiphenyls.

Beilstein journal of organic chemistry (2012-04-18)
Katharina C Kress, Martin Kaller, Kirill V Axenov, Stefan Tussetschläger, Sabine Laschat
RÉSUMÉ

4-Cyano-1,1'-biphenyl derivatives bearing ω-hydroxyalkyl substituents were reacted with methyl 3-chloro-3-oxopropionate or cyanoacetic acid, giving liquid-crystalline linear malonates and cyanoacetates. These compounds formed monotropic nematic phases at 62 °C down to ambient temperature upon cooling from the isotropic liquid. The mesomorphic properties were investigated by differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction (WAXS).

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Methyl 3-chloro-3-oxopropionate, 97%