ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Isothiocyanates. XIV. The preparation and properties of substituted benzyl isothiocyanates
K. Antoš, A. Štullerová, V. Knoppová, and P. Kristián
Department of Organic Chemistry, Slovak Technical University, Bratislava
Abstract: The synthesis of m- and p-substituted benzylisothiocyanates has been described.
Due to the sensibility of the starting amines to aerial carbon dioxide, the reaction was
carried out under a nitrogen atmosphere. The amine was set free by a stepwise addition
of a sodium hydroxide solution, the reaction medium being kept mildly alkaline. The
reaction kinetics of glycine additions determined by the spectrophotometric method in
the ultraviolet region point to the fact, that the reactivity of various benzylisothiocyanates
differs only slightly.
The infrared spectra of the synthesized benzylisothiocyanates were studied in the
region from 2000 to 2200 cm-1 . The obtainedNvalues of vasym. NCS of the substituted
single benzylisothiocyanates give evidence for a good correlation (r = —0.94) between
the infrared data and the
σI values of individual substituents.
Full paper in Portable Document Format: 195a353.pdf (in Slovak)
Chemical Papers 19 (5) 353–359 (1965)