Synthesis of Benzoyl C-Phenylcalix[4]resorcinaryl Octaacetate and Cinnamoyl C-Phenylcalix[4]arene for UV Absorbers

https://doi.org/10.22146/ijc.21253

Budiana I Gusti M. Ngurah(1*), Jumina Jumina(2), Chairil Anwar(3), Mustofa Mustofa(4), Sahadewa Sahadewa(5)

(1) Department of Chemistry, Faculty of Education and Teachers Training, University of Nusa Cendana, Jl. Adisucipto Penfui Kupang 85001, East Nusa Tenggara
(2) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281
(3) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281
(4) Faculty of Medicine, Universitas Gadjah Mada, Jl. Sekip Utara Yogyakarta 55281
(5) Faculty of Medicine, University of Nusa Cendana, Jl. Adisucipto Penfui Kupang 85001, East Nusa Tenggara
(*) Corresponding Author

Abstract


A new upper rim-functionalized benzoyl C-phenylcalix[4]resorcinaryl octaacetate and cinnamoyl C-phenylcalix[4]resorcinarene have been synthesized and evaluated as the absorbers for ultraviolet radiation. The benzoyl C-phenylcalix[4]resorcinaryl octaacetate was synthesized in 3 steps. They were synthesis of C-phenilcalix[4]resorcinarene via acid-catalyzed-condensation of resorcinol and benzaldehyde, followed by O-acetylation and Friedel-Craft benzoylation. The cinnamoyl C-phenylcalix[4]resorcinarene was synthesized in 4 steps. They were synthesis of C-phenilcalix[4]resorcinarene via acid-catalyzed-condensation of resorcinol and benzaldehyde, followed by O-acetylation, Friedel-Craft cinnamoylation and hydrolysis. Spectroscopic analysis (UV) showed that the target molecule absorbed the ultraviolet radiation between 200 and 400 nm with the maximum absorption at 240.50 nm (ε = 10.135 M-1 cm-1) and 243.50 nm (ε = 12.135 M-1 cm-1).

Keywords


synthesis; benzoyl; absorbers; ultraviolet

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DOI: https://doi.org/10.22146/ijc.21253

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