Non-centrosymmetric crystals are required for second-harmonic generati
on (SHG). Homochiral compounds cannot crystallize centrosymmetrically.
Various chiral p-nitrophenylurethanes and ureas, useful for SHG, were
studied by differential scanning calorimetry (DSC). On quench-cooling
from the melt, these compounds invariably formed glasses and gave T-g
values on reheating. This behavior was generalized, first to other ho
mochiral compounds, and then to racemic mixtures. For mixtures the T-g
values were not strictly linear interpolations. The rule is proposed
that molecular chirality, even when of steric origin and/or rapidly in
verting, strongly favors glass formation. An attached dissymmetric gro
up is termed a ''vitriphore''.