Skip to main content
OSTI.GOVU.S. Department of Energy Office of Scientific and Technical Information
U.S. Department of Energy
Office of Scientific and Technical Information
 

Stability constants, enthalpies, and entropies for metal ion-lariat ether interactions in methanol solution

Journal Article · · J. Org. Chem.; (United States)
DOI:https://doi.org/10.1021/jo00200a011· OSTI ID:5768285
; ; ; ; ;
Log K/sub n/, ..delta..H/sub n/, and T..delta..S/sub n/ values valid in CH/sub 3/OH at 25/sup 0/C have been determined for the interaction of Na/sup +/, K/sup +/, Cs/sup +/, and Ca/sup 2 +/ with 15-crown-5 and several lariat ethers. The lariat ethers studied are based on both 15-crown-5 and 18-crown-6 frameworks and contain various pendant arms extending from either carbon or nitrogen atoms on the crown framework. In comparable cases, enlarging the ring size from 15 to 18 members resulted in increased stability. The inclusion on the aza-15-crown-5 ring of a pendant arm bound to nitrogen and having an oxygen atom in the 3 position increases complex stability. The inclusion on the aza-15-crown-5 ring of a pendant arm bound to nitrogen and having an oxygen atom in the 3 position increases complex stability about ten-fold for Na/sup +/, K/sup +/, and Ca/sup 2 +/ compared to the crown ether with the same ring structure but lacking a heteroatom in the side arm. Generally, little effect on the log K/sub n/ value is found either by lengthening the pendant arm (and by including an additional donor atom) on the 18-crown-6 compounds or by appending pendant arms having oxygen atoms on the carbon pivot atom of the 15-crown-5 macrocycles. 25 references, 1 figure, 2 tables.
Research Organization:
Brigham Young Univ., Provo, UT
DOE Contract Number:
AC02-78ER05016
OSTI ID:
5768285
Journal Information:
J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 49:26; ISSN JOCEA
Country of Publication:
United States
Language:
English

Similar Records

Thermodynamics of macrocycle complexation chemistry. Interactions of metal ions with double-armed N-pivot lariat ethers in methanol and methanol-water solutions at 25.0{degrees}C
Journal Article · Tue Mar 15 23:00:00 EST 1994 · Inorganic Chemistry · OSTI ID:47947
Sodium ion-selective electrodes based on dibenzo-16-crown-5 compounds with pendent amide groups
Journal Article · Sun May 15 00:00:00 EDT 1994 · Analytical Chemistry (Washington); (United States) · OSTI ID:7019892
Molecular design of crown ethers. 13. Complexation thermodynamics of light lanthanoid nitrates with aza-16-crown-5 lariat in acetonitrile: Enhanced selectivity for Nd{sup 3+}
Journal Article · Thu Oct 24 00:00:00 EDT 1996 · Journal of Physical Chemistry · OSTI ID:420730

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALCOHOLS
ALKALI METAL COMPOUNDS
ALKALINE EARTH METAL COMPOUNDS
AZO COMPOUNDS
CALCIUM COMPOUNDS
CALORIMETRY
CATIONS
CESIUM COMPOUNDS
CHARGED PARTICLES
CHEMICAL ANALYSIS
CHEMICAL REACTIONS
COMPARATIVE EVALUATIONS
COMPLEXOMETRY
DATA
DATA ACQUISITION
DATA ANALYSIS
ENTHALPY
ENTROPY
EXPERIMENTAL DATA
GLYCOLS
HYDROXY COMPOUNDS
INFORMATION
IONS
METHANOL
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC POLYMERS
ORGANIC SOLVENTS
PHYSICAL PROPERTIES
POLYETHYLENE GLYCOLS
POLYMERS
POTASSIUM COMPOUNDS
PROGRAMMING
SODIUM COMPOUNDS
SOLVENTS
STOICHIOMETRY
THERMODYNAMIC PROPERTIES
THERMODYNAMICS