Linear free energy relations and solvent effects for complexes of m-cresol and various bases

Journal Article · Tue Mar 01 04:00:00 EST 1988 · Journal of Solution Chemistry; (USA)

DOI:https://doi.org/10.1007/BF00646181· OSTI ID:5649712

Spencer, J N; Allott, K N; Chanandin, S; Enders, B G; Grushow, A; Kneizys, S P; Mobley, D; Naghdi, J; Patti, L M; Salata, J S ^[1]

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1. Franklin and Marshall College, Lancaster, PA (USA)

The enthalpies, entropies, and equilibrium constants for the hydrogen bonded complexes of m-cresol with ten bases in cyclohexane solvent have been determined by calorimetric and spectroscopic methods. The logarithm of the equilibrium constant correlates well with the dipole moment of the base and the solvatochromic parameter {beta} which measures the electron donating ability of the base. The enthalpy and entropy data show that the dipole term does not enter into the log K correlation as a consequence of electrostatic interactions between acid and base in the complex. The free base-solvent interaction, which appears to be dipolar in origin, reduces the entropy of the free base and hence contributes to a favorable entropy change for complex formation. The present data are compared to previously reported data obtained in CCl{sub 4} solvent. Solvent effects on the thermodynamic parameters in CCl{sub 4} and cyclohexane appear to be related to dipolar interactions by m-cresol and the bases with the two solvents.

• OSTI ID: 5649712
• Journal Information: Journal of Solution Chemistry; (USA), Journal Name: Journal of Solution Chemistry; (USA) Vol. 17:3; ISSN JSLCA; ISSN 0095-9782
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
360603 -- Materials-- Properties
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETATES
ALKANES
AROMATICS
BASES
BINDING ENERGY
CALORIMETRY
CARBON TETRACHLORIDE
CARBOXYLIC ACID SALTS
CHEMICAL BONDS
CHLORINATED ALIPHATIC HYDROCARBONS
COMPARATIVE EVALUATIONS
COMPLEXES
CRESOLS
CYCLOALKANES
CYCLOHEXANE
DMSO
ELEMENTS
ENERGY
ENTHALPY
ENTROPY
FREE ENERGY
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN
HYDROGEN COMPLEXES
HYDROXY COMPOUNDS
KETONES
NONMETALS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
PHENOLS
PHYSICAL PROPERTIES
SOLUTION HEAT
SOLVATION
SOLVENT PROPERTIES
SOLVENTS
SULFOXIDES
SURFACTANTS
THERMODYNAMIC PROPERTIES