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1 H n.m.r. study of the self‐association of acetone phenylhydrazone by hydrogen bonding
Author(s) -
Stassinopoulou C. I.,
Petrou J.
Publication year - 1977
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270100120
Subject(s) - chemistry , hydrogen bond , enthalpy , heptane , acetone , intermolecular force , solvent , monomer , inorganic chemistry , molecule , organic chemistry , thermodynamics , polymer , physics
Proton magnetic resonance dilution studies of acetone phenylhydrazone were carried out in n ‐heptane, carbon disulphide and hexachlorobutadiene solutions. Equilibrium constants and enthalpy values for the predominant self‐associated species are reported. Linear trimeric aggregates predominate in n ‐heptane solutions. The monomeric units are associated by intermolecular hydrogen bonding of the NH proton to the iminic nitrogen. The enthalpy per hydrogen bond is 10.04 kJ (2.4 kcal). In carbon disulphide and hexachlorobutadiene solutions complexation of acetone phenylhydrazone with the solvent competes with self‐association.