FTIR and ¹H-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

Abstract

Four organic chiral compounds (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)-octyloxy-phenyl)benzoates were synthesized via generalized methods and characterized by elemental analysis, FTIR and ¹H 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.