FTIR and1H-NMR studies of chiral (S)-(-)-2-methylbutyl 4′-(4″-hexyloxy-, (S)-(-)-2-methylbutyl 4′-(4″-(d13)-hexyloxy‒, (S)-(-)-2-methylbutyl 4′-(4″-octyloxy- and (S)-(-)-2-methylbutyl 4′-(4″-(d17)-octyloxyphenyl)benzoates
Author(s) -
GuanYeow Yeap,
Yoichi Takanishi,
Hideo Takezoe
Publication year - 2000
Publication title -
journal of spectroscopy
Language(s) - English
Resource type - Journals
eISSN - 2314-4920
pISSN - 2314-4939
DOI - 10.1155/2000/207089
Subject(s) - bromide , substituent , chemistry , deuterium , fourier transform infrared spectroscopy , hydroxylation , stereochemistry , organic chemistry , physics , quantum mechanics , enzyme
Four organic chiral compounds (S)-(-)-2-methylbutyl 4′-(4″-hexyloxy-, (S)-(-)-2-methylbutyl 4′-(4″-(d 13 )- hexyloxy-, (S)-(-)-2-methylbutyl 4′-(4″-octyloxy- and (S)-(-)-2-methylbutyl 4′-(4″-(d 17 )-octyloxy-phenyl)benzoates were synthesized via generalized methods and characterized by elemental analysis, FTIR and 1 H NMR. A noticeable difference between the compounds which possess hydrogenated achiral substituent with the deuterated counterparts as exemplified from the FTIR spectra has been suggested for the first time to result from the afinity of the latter compounds towards hydroxylation induced by potassium bromide.
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