behave like single phases. They melt sharply at a constant temperature to form a liquid of the same composition. Alternatively, on cooling a liquid with the eutectic composition will solidify as uniformly dispersed, small (fine-grained) mixed crystals with the same composition. In contrast to crystalline solids, glasses do not possess a melting point; on heating they undergo a smooth glass transition into a viscous liquid. Upon further heating, they gradually soften, which can be characterized by certain softening points. Freezing-point depression The freezing point of a solvent is depressed when another compound is added, meaning that a solution has a lower freezing point than a pure solvent. This phenomenon is used in technical applications to avoid freezing, for instance by adding salt or ethylene glycol to water. Carnelley's rule In organic chemistry, Carnelley's rule, established in 1882 by Thomas Carnelley, states that high molecular symmetry is associated with high melting point. Carnelley based his rule on examination of 15,000 chemical compounds. For example, for three structural isomers with molecular formula C5H12 the melting point increases in the series isopentane −160 °C (113 K) n-pentane −129.8 °C (143 K) and neopentane −16.4 °C (256.8 K). Likewise in xylenes and also dichlorobenzenes the melting point increases in the order meta, ortho and then para. Pyridine has a lower symmetry than benzene hence its lower melting point but the melting point again increases with diazine and triazines. Many cage-like compounds like adamantane and cubane with high symmetry have relatively high melting points. A high melting point results from a high heat of fusion, a low entropy of fusion, or a combination of both. In highly symmetrical molecules the crystal phase is densely packed with many efficient intermolecular interactions resulting in a higher enthalpy change on melting. Predicting the melting point of substances (Lindemann's criterion) An attempt to predict the bulk melting point of crystalline materials was first made in 1910 by Frederick Lindemann. The idea behind the theory was the observation that the average amplitude of thermal vibrations increases with increasing temperature. Melting initiates when the amplitude of vibration becomes large enough for adjacent atoms to partly occupy the same space. The Lindemann criterion states that melting is expected when the vibration root mean square amplitude exceeds a threshold value. Assuming that all atoms in a crystal vibrate with the same frequency ν, the average thermal energy can be estimated using the equipartition