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March 3, 2000Angewandte Chemie International Edition150 citations

The Melting Point Alternation inα,ω-Alkanediols andα,ω-Alkanediamines: Interplay between Hydrogen Bonding and Hydrophobic Interactions

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VTV.R. ThalladiRBRoland BoeseHWHans‐Christoph Weiß

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Abstract

Efficient hydrophobic packing, driven by molecular offset within the hydrogen-bonded layers of α,ω-alkanediols and diamines, is allowed by the geometry of the even-numbered members (left in the picture). In contrast, the geometry of the odd-numbered members (right in the picture) forbids such packing and leads to the observed density and melting point alternation.

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Thalladi et al. (2000) studied this question.

synapsesocial.com/papers/6a7104d7e36a167817e2d95dhttps://doi.org/10.1002/(sici)1521-3773(20000303)39:5<918::aid-anie918>3.0.co;2-e
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