ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly
 

Isothiocyanates. XX. Preparation of the principle diarylmethyl isothiocyanates with a condensed aromatic nucleus

J. Kalamár, K. Bencze, and P. Křenek

Slovak Technical University, Bratislava

 

Abstract: cf. CA 67: 63558s. The synthesis of benzyhdryl (I), phenyl-1-naphthylmethyl (II), and phenyl-2-naphthylmethyl isothiocyanate (III), their intermediary products and their uv and ir spectra were described. These isocyanates were prepd. from ketones which were changed into amines according to a modified Leuckart-Wallach reaction; amines condensed with CSCl2 at 30° in C2H4Cl2 and H2O in the presence of CaCO3. A procedure was developed for the purification of phenyl naphthyl ketones by crystn. from alc. and n-heptane. I, m. 60°, was prepd. from benzophenone via benzhydrylamine, II, m. 77.5°, from naphthalene and BzCl via phenyl 1-naphthyl ketone and phenyl(1-naphthyl)methylamine, and III, m. 65°, by the 4-step reaction from tetrahydronaphthalene and BzCl via phenyl tetrahydro-2-naphthyl ketone and phenyl 2-naphthyl ketone, Uv spectra of the synthesized products measured in purified n-heptane, were studied at 195 to 400 mμ and the effect of the functional groups NH2 and NCS on shifting of the frequencies was detd. Ir spectra show that I in CCl4 has ν 2060 cm.-1, II at 2052 cm.-1 with 2 inflection points at 2104 and 2078 cm.-1 and III has ν 2069 and 2133 cm.-1

Full paper in Portable Document Format: 215a350.pdf (in Slovak)

 

Chemical Papers 21 (5) 350–358 (1967)

Thursday, March 28, 2024

IMPACT FACTOR 2021
2.146
SCImago Journal Rank 2021
0.365
SEARCH
Advanced
VOLUMES
European Symposium on Analytical Spectrometry ESAS 2022
© 2024 Chemical Papers