The Strength of the Hydrogen Bond in Long‐Chain Normal Aliphatic Amine Salts

Abstract

Chloride, bromide, nitrate, perchlorate, bisulfate, tetrachloro -and tetra-bromo ferrate salts of a number of normallong-chain (eight or more carbon atoms per chain) aliphatic primary, secondary and tertiary amines were prepared in solid crystalline form and their infrared spectra recorded at 25'C as mulls in Nujol and as KBr pellets. Hydrogen bonding in all these salts was shown to exist by the shift of the N-H stretching frequency. With a common proton donor the magnitude of f!,. IJ was found to vary with the nature of the anion. A closely linear relationship between f!,.1J and the ionic radii and the proton affinity of the anions has been observed. From this relationship the ionic radii of FeCI. and FeSr, have been estimated. The chain length has apparently no effect on the hydrogen bond strength, contrary to the effect reported for low molecular weight (four or less carbon atoms per chain) amine salts.

Limiting behavior of alkylammonium salts in benzene

“…In a very dilute solution, at a first approximation, all the terms in eq 4 can be neglected but the first with the second virial coefficient; then eq 4 becomes In 7 = + 2B*2p (5) Generally, the second virial coefficient is expressed in terms of tv(r, ), the reversible work necessary to bring the molecules together from r = ® to r in the solvent of the given properties13,14 B\{T) = -1/iJ' J" {exp[-w(r, Q)/kT] -l}4Trr2drdP (6) where the second intergrand expresses the angledependent contributions due to the interactions of dipoles.…”

Étude des solutions de sels de trialcoylammonium par spectrométrie infrarouge, interaction entre cations trialcoylammonium et espèces nucléophiles

“…X~ montre que l'interaction entre cations ammonium et anions compensateurs n'est pas purement ionique mais qu'elle i mplique aussi une liaison hydrogène forte N+ -H ... X-(1-3). L'examen des spectres d'absorption infrarouge de ces composés à l'état solide révèle que la position et la forme de la bande d ' absorption v(N+-H) qui caractérise le vibrateur N+ -H dépend de la nature de l'anion X- (4)(5)(6)(7)(8)(9)(10)(11)(12). Dans le cas des halogénures, on observe un profil composite dont l e maximum se situe en dessous d e 2 8 0 0 cm-et dont la fréquence augmente progessivement quand on passe du chlorure, au bromure puis à l ' iodure.…”

Activity coefficients, aggregation, and thermodynamics of tridodecylammonium salts in nonpolar solvents

“…The procedures used in this laboratory for the preparation and purification of solid trilaurylamine (TLA) salts have been described elsewhere. 14,16,17 All salts are white and crystalline, nonhygroscopic, anhydrous, and stable, at least up to their melting points. The melting points, uncorrected, were: TLA-HC1, 84-85°; TLA-HBr, 86-87°; TLA-HN03, 51-52°; TLA-HClCh, 58-59°; and TLA-H2SO4, 64-65°.…”