SINTESIS TURUNAN NITRO KUMARIN

Siti Nurhasanah, . (2021) SINTESIS TURUNAN NITRO KUMARIN. Sarjana thesis, UNIVERSITAS NEGERI JAKARTA.

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Abstract

Struktur kumarin biasa dikenal dengan benzopiran merupakan molekul fenolik yang telah banyak digunakan untuk pencegahan dan penyembuhan berbagai penyakit. Manfaat dan bioaktivitas kumarin telah banyak dilaporkan pada penelitian sebelumnya. Reaksi lanjutan sering dilakukan untuk menghasilkan turunan kumarin dengan gugus fungsi tertentu sehingga menghasilkan aktivitas biologi yang diinginkan. Salah satu turunan kumarin yang memiliki banyak manfaat adalah nitrokumarin. Penelitian ini bertujuan untuk mempelajari proses sintesis kumarin yang dilanjutkan dengan nitrasi dan memperoleh senyawa turunan nitrokumarin. Pada penelitian ini dilakukan sintesis kumarin secara mekanik (pengadukan) tanpa menggunakan pelarut dan dilanjutkan dengan nitrasi melalui metode sederhana. Proses sintesis kumarin dimonitoring oleh kromatografi lapis tipis (KLT) dan pemurnian senyawa dilakukan dengan rekristalisasi. Produk hasil sintesis diuji kemurnian dengan uji titik leleh dan penentuan struktur dilakukan secara spektroskopi UV-Vis, 1H-NMR, 13C-NMR, dan HSQC. Sintesis ini menggunakan 1 mmol resorsinol dan 1 mmol etil asetoasetat dengan katalis H2SO4 dan dilakukan optimasi kondisi reaksi dengan menaikkan suhu serta lama waktu reaksi. Kondisi reaksi yang optimum didapat pada suhu 40°C selama 30 menit menghasilkan yield sebesar 45%. Hasil sintesis kumarin dinitrasi menggunakan H2SO4 dan HNO3 pada suhu rendah. Berdasarkan hasil penelitian, nitrokumarin yang didapat diduga memiliki struktur 6-nitro-7- hidroksi-4-metilkumarin. The structure of coumarins, commonly known as benzopyran, is a phenolic molecule that has been widely used for the treatment and prevention of various diseases. The benefits and bioactivity of coumarins have been widely reported in previous studies. Sequel reactions are often carried out to produce coumarin derivatives with certain functional groups to produce the desired biological activity. One of the coumarin derivatives that have many benefits is nitrocoumarin. This study aims to study the coumarin synthesis process followed by nitration and to obtain nitrocoumarin derivatives. In this study, coumarin synthesis was carried out mechanically (stirring) without using a solvent and followed by nitration through a simple method. The coumarin synthesis process was monitored by thin layer chromatography (TLC) and the purification of the compound was carried out by recrystallization. The synthesized product was tested for purity by melting point test and structural determination was carried out by UV-Vis, 1H-NMR, 13C-NMR, and HSQC spectroscopy. This synthesis used 1 mmol resorcinol and 1 mmol ethyl acetoacetate with H2SO4 as a catalyst and optimization of reaction conditions was carried out by increasing the temperature and reaction time. The optimum reaction conditions were obtained at a temperature of 40°C for 30 minutes to produce a yield of 45%. The result of coumarin synthesis was nitrated using H2SO4 and HNO3 at low temperature. Based on the results of the study, the nitrocoumarin obtained was thought to have the structure of 6-nitro-7-hydroxy-4-methylcoumarin.

Item Type:	Thesis (Sarjana)
Additional Information:	1). Dr. Hanhan Dianhar, M.Si. ; 2). Dr. Fera Kurniadewi, M.Si.
Subjects:	Sains > Kimia
Divisions:	FMIPA > S1 Kimia
Depositing User:	Users 14629 not found.
Date Deposited:	08 Jul 2022 06:34
Last Modified:	08 Jul 2022 06:34
URI:	http://repository.unj.ac.id/id/eprint/31597

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