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Dayu Arinda
Department of Chemistry Education, Faculty of Mathematics and Natural Sciences, Universitas Negeri Yogyakarta

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Microwave-Assisted Method for Synthesizing UV-Protective Methoxy-Benzylidene Cyclohexanone Derivatives Using Green Solvents Muchammad Ikmal Abdillah; Dayu Arinda; Dini Rohmawati; Cornelia Budimarwanti; Sri Handayani
Jurnal Kimia Valensi Jurnal Kimia VALENSI, Volume 12, No. 1, May 2026
Publisher : Department of Chemistry, Faculty of Science and Technology Syarif Hidayatullah Jakarta State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v12i1.46773

Abstract

Benzylidene cyclohexanone derivatives are known for their significant biological activities; however, traditional synthesis methods often involve non-eco-friendly processes and solvents. This research aims to identify the optimal solvent for maximum yield and to evaluate the UV-protection activity. The synthesis was conducted through a Claisen-Schmidt condensation reaction under NaOH catalysis with microwave irradiation for 60 seconds. Solvents tested included H2O, H2O/MeOH (1:1 v/v), H2O/EtOH (1:1 v/v), MeOH, and EtOH. Reaction purity was assessed using TLC scanning. The product with the highest purity was recrystallized from EtOH and characterized by melting point, UV-Vis, FT-IR, ¹H-NMR, and GC-MS analysis. The UV-protection activity was evaluated in vitro. The results indicate the successful synthesis of two benzylidene cyclohexanone derivatives: (2E,6E)-bis(4-methoxybenzylidene) cyclohexanone (yellow needles) and (E)-2-(4-methoxybenzylidene) cyclohexanone (orange). The H2O/MeOH (1:1 v/v) solvent provided the highest yields of 58.49% and 62.71%, respectively. The (2E,6E)-bis(4-methoxybenzylidene) cyclohexanone demonstrated a high SPF value of 9.908, offering maximum protection at 50 ppm concentration, while the mixed compound, (E)-2-(4-methoxybenzylidene) cyclohexanone, achieved an SPF of 15.324, categorized as ultra protection.