FTIR and ^1H‐NMR studies of chiral (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})‐octyloxyphenyl)benzoates

Article type: Research Article

Authors: Yeap, Guan‐Yeow^; | Takanishi, Yoichi | Takezoe, Hideo

Affiliations: Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro‐ku, Tokyo 152‐8552, Japan

Note: [] Corresponding author.

Abstract: 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 {}^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.

Journal: Spectroscopy, vol. 14, no. 3, pp. 93-98, 2000