THE DEUTERIUM ISOTOPE EFFECT IN THE HYDROGEN BONDING OF IMIDAZOLE IN NAPHTHALENE SOLUTIONS

Journal Article · Wed May 01 04:00:00 EDT 1963 · Journal of Physical Chemistry (U.S.)

DOI:https://doi.org/10.1021/j100799a002· OSTI ID:4694605

Grimison, A

A study was made of the self-association of imidazole and 1-d-imidazole in naphthalene solution at 80 deg C. Under these conditions imidazole forms linear oligomers through N - H- N hydrogen bonding. The deuterium compound was found to be less associated, by about 8%, than the hydrogen analog. This difference is analyzed in terms of the equilibrium constants and free-energy changes for the various association equilibria. For dimerization the results give a DELTA F/sup O/ of -1100 cal/mole for imidazole, and a DELTA F/sup O/ of - -1020 cal/mole for 1-d-imidazole. This implies weaker hydrogen bonding by deuterium. (auth)

• Research Organization: Univ. of Puerto Rico, Rio Piedras, P.R.
• NSA Number: NSA-17-028932
• OSTI ID: 4694605
• Journal Information: Journal of Physical Chemistry (U.S.), Journal Name: Journal of Physical Chemistry (U.S.) Vol. Vol: 67; ISSN JPCHA
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

BINDING ENERGY
CHEMISTRY
DEUTERIUM
HYDROGEN
IMIDAZOLES
ISOTOPE EFFECTS
NAPHTHALENE
ORGANIC NITROGEN COMPOUNDS
SOLUTIONS
THERMODYNAMICS