Sintesis Turunan 2-Metoksi-4-(s-Propen-1-IL) Fenol

Rachmayanti, Riris (2015) Sintesis Turunan 2-Metoksi-4-(s-Propen-1-IL) Fenol. Undergraduate thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Cengkeh (Syzigium aromaticum L.) merupakan tanaman asli Indonesia. Distilasi daun cengkeh diperoleh minyak daun cengkeh dengan komponen utama berupa 2-metoksi-4-(2-propen-1- il)fenol. Berbagai upaya telah dilakukan untuk meningkatkan nilai tambah daun cengkeh dengan mengubah 2-metoksi-4-(2-propen- 1-il)fenol (1) menjadi turunannya seperti 2-metoksi-4-(2-propen- 1-il)fenil asetat (2) yang dimanfaatkan sebagai komponen pengharum sabun dan perisa, serta sebagai bioaditif solar. 2- Metoksi-4-(2-propen-1-il)fenil asetat (2) juga merupakan inhibitor korosi baja yang lebih baik dari pada 2-metoksi-4-(2-propen-1- il)fenol (1), dan menunjukkan aktifitas anti kanker prostat DU- 145 yang lebih baik dari pada 2-metoksi-4-(2-propen-1-il)fenol (1). Kajian lebih lanjut menemukan bahwa ester dari 2-metoksi-4- (2-propen-1-il)fenol (1) juga menunjukkan aktifitas sebagai inhibitor enzim 15-lipoksigenase, dan diketahui bahwa gugus asil yang lebih non polar merupakan inhibitor yang lebih baik. Penelitian yang dilaksanakan berhasil mensintesis tiga homolog 2- metoksi-4-(2-propen-1-il)fenil asetat (2) (dua diantaranya merupakan senyawa baru). Sintesis dilaksanakan dengan mereaksikan 2-metoksi-4-(2-propen-1-il)fenol (1) dengan asil halida dan 4-dimetilaminopiridina pada suhu kamar. Pemantauan reaksi dilaksanakan dengan kromatografi lapis tipis; sedangkan identifikasi hasil sintesis dilakukan dengan kromatografi gas- spektrometer massa dan spektrometer NMR. ============================================================================================= Cloves (sygizium aromaticum L.) is a native plant in Indonesia. Distillation of clove obtained clove leaf oil with the main component of 2-methoxy-4-(2-propene-1-yl) phenol (1). Various attempts have been made to increase the added value of clove leaf by changing 2-methoxy-4-(2-propene-1-yl) phenol (1) into derivatives such as 2-methoxy-4-(2-propene-1-yl) phenyl acetate (2) are used as components of fragrance, soap and flavor, as well as solar bioaditif. 2-methoxy-4-(2-propene-1-yl) phenyl acetate (2) is also an inhibitor of steel corrosion better than 2-methoxy-4- (2-propene-1-yl) phenol (1), and show anti-cancer activity of DU- 145 prostate better than 2-methoxy-4-(2-propene-1-yl) phenol (1). Further study foubd that esters of 2-methoxy-4-(2-propene-1-yl) phenol (1) also show activity as inhibitor of the enzyme 15- lipoxygenase, and informed that the non-polar is a better inhibitor. Research conducted successfully synthesis three homologous 2- methoxy-4-(2-propene-1-yl) phenyl (2) (two of them are new compounds). Synthesis implemented by reaction of 2-methoxy-4- (2-propene-1-yl) phenol (1) with acyl halude and 4- dimetilaminopiridina at room temperature. Reaction monitoring conducted by thin layer chromatography; whereas the identification results of the synthesis by gas chromatography-mass spectrometry and NMR spectrometer.

Item Type: Thesis (Undergraduate)
Additional Information: RSKi 547.632 Rac s
Uncontrolled Keywords: synthesis, 2-methoxy-4-(2-propene-1-yl) phenol (1), acylation, sintesis, 2-metoksi-4-(2-propen-1-il)fenol, asilasi
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Mathematics and Science > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User: Eny Widiastuti -
Date Deposited: 19 Apr 2018 03:32
Last Modified: 19 Apr 2018 03:32
URI: https://repository.its.ac.id/id/eprint/51770

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