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The Melting Point Alternation in α , ω ‐Alkanediols and α , ω ‐Alkanediamines: Interplay between Hydrogen Bonding and Hydrophobic Interactions
Author(s) -
Thalladi Venkat R.,
Boese Roland,
Weiss HansChristoph
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000303)39:5<918::aid-anie918>3.0.co;2-e
Subject(s) - alternation (linguistics) , hydrogen bond , melting point , chemical physics , offset (computer science) , crystallography , chemistry , materials science , geometry , molecule , mathematics , organic chemistry , computer science , philosophy , linguistics , programming language
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.