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The Strength of the Hydrogen Bond in Long‐Chain Normal Aliphatic Amine Salts
Author(s) -
Kertes A. S.,
Gutmann H.,
Levy O.,
Markovits G.
Publication year - 1968
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.196800059
Subject(s) - chemistry , hydrogen bond , perchlorate , amine gas treating , bromide , inorganic chemistry , chloride , proton , ionic radius , ionic bonding , infrared spectroscopy , ion , medicinal chemistry , molecule , organic chemistry , physics , quantum mechanics
Chloride, bromide, nitrate, perchlorate, bisulfate, tetrachloro‐ and tetra‐bromo ferrate salts of a number of normal long‐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 Δ v was found to vary with the nature of the anion. A closely linear relationship between Δ v and the ionic radii and the proton affinity of the anions has been observed. From this relationship the ionic radii of FeCl 4 − and FeBr 4 − 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.