Influence of Cyclic Dimer Formation on the Phase Behavior of Carboxylic Acids

2012 ◽  
Vol 116 (27) ◽  
pp. 7874-7882 ◽  
Author(s):  
Jiri Janecek ◽  
Patrice Paricaud
2009 ◽  
Vol 113 (9) ◽  
pp. 1822-1826 ◽  
Author(s):  
Toshikatsu Fujiwara ◽  
Jun Harada ◽  
Keiichiro Ogawa

2019 ◽  
Vol 43 (27) ◽  
pp. 10699-10710 ◽  
Author(s):  
Nóra V. May ◽  
G. Tamás Gál ◽  
Zsolt Szentendrei ◽  
László Korecz ◽  
Zoltán May ◽  
...  

More acidic –OH groups increase the solution stability of copper(ii)–hydroxypyridinecarboxylate complexes and they lose the bridging role in cyclic dimer formation.


2017 ◽  
Vol 19 (25) ◽  
pp. 16693-16701 ◽  
Author(s):  
Filipe M. S. Ribeiro ◽  
Carlos F. R. A. C. Lima ◽  
Inês C. M. Vaz ◽  
Ana S. M. C. Rodrigues ◽  
Erlin Sapei ◽  
...  

Evaluation of the phase behavior and cohesive energy of DBN/DBU and carboxylic acid based protic ionic liquids (PILs).


2003 ◽  
Vol 59 (1) ◽  
pp. 132-140 ◽  
Author(s):  
Henning Osholm Sørensen ◽  
Sine Larsen

The structural and thermodynamic backgrounds for the crystallization behaviour of racemates have been investigated using 2-phenoxypropionic acid (PPA) as an example. The racemate of PPA behaves normally and forms a racemic compound that has a higher melting point and is denser than the enantiomer. Low-temperature crystal structures of the pure enantiomer, the enantiomer cocrystallized with n-alkanes and the racemic acid showed that hydrogen-bonded dimers that form over crystallographic symmetry elements exist in all but the structure of the pure enantiomer. A database search for optically pure chiral mono-carboxylic acids revealed that the hydrogen-bonded cyclic dimer is the most prevalent hydrogen-bond motif in chiral mono-carboxylic acids. The conformation of PPA depends on the hydrogen-bond motif; the antiplanar conformation relative to the ether group is associated with a catemer hydrogen-bonding motif, whereas the more abundant synplanar conformation is found in crystals that contain cyclic dimers. Other intermolecular interactions that involve the substituent of the carboxylic group were identified in the crystals that contain the cyclic dimer. This result shows how important the nature of the substituent is for the crystal packing. The differences in crystal packing have been related to differences in melting enthalpy and entropy between the racemic and enantiomeric acids. In a comparison with the equivalent 2-(4-chlorophenoxy)-propionic acids, the differences between the crystal structures of the chloro and the unsubstituted acid have been identified and related to thermodynamic data.


1993 ◽  
Vol 38 (1) ◽  
pp. 112-115 ◽  
Author(s):  
Der Shin Shy ◽  
Jun Shun Yau ◽  
Fuan Nan Tsai

1988 ◽  
Vol 43 (3) ◽  
pp. 207-214 ◽  
Author(s):  
E. M. Borschel ◽  
M. Buback

Acetic acid in dilute solutions of n-heptane and of CCl4 is studied via IR spectroscopy in the region of the C = O and O - H stretching fundamentals at pressures up to 2250 bar and temperatures up to 150°C. Lambert-Beer’s law is shown to be valid for the C = O modes of the acid monomer and of the hydrogen-bonded cyclic dimer in both solvents, which enables the quantitative measurement of the dimerization equilibrium as a function of pressure and temperature. The pressure dependence of dimerization enthalpy and the temperature dependence of dimerization volume are reported and are compared with direct information on the monomer and cyclic dimer species as derived from their O - H fundamental modes.


2011 ◽  
Vol 11 (8) ◽  
pp. 3342-3350 ◽  
Author(s):  
Tine Straasø ◽  
Sergey Kapishnikov ◽  
Kenichi Kato ◽  
Masaki Takata ◽  
Jens Als-Nielsen ◽  
...  

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