SINTESIS SENYAWA OMEGA-6 TERKONJUGASI ASAM 8,10,12-OKTADEKATRIENOAT DARI MINYAK JARAK

• Main Authors: , BAYU REFINDRA FITRIADI, , Prof. Dr. Hardjono Sastrohamidjojo
• Format: Theses and Dissertations NonPeerReviewed
• Published: [Yogyakarta] : Universitas Gadjah Mada 2013
• Subjects: ETD
• Online Access: https://repository.ugm.ac.id/118054/; http://etd.ugm.ac.id/index.php?mod=penelitian_detail&sub=PenelitianDetail&act=view&typ=html&buku_id=50962
• Institution: Universitas Gadjah Mada

Synthesis of conjugated omega-6 compounds 8,10,12-octadecatrienoic acid ITomcastor oil has been done. 8,10,12-octadecatrienoicacid was synthesized through several steps of reaction, i.e. (I) isolation of methyl ricinoleate fi'om castor oil by transesterification in the presence of potassium hydroxide, (2) hydrolysis of methyl ricinoleate with potassium hydroxide, (3) oxidation to double bond of ricinoleic acid using dilute potassium permanganate in alkaline condition at 0-5°C, and (4) dehydration of hydroxyl group of trihydroxy stearic acid using P20s at 140°C for 3.5 hours. Structural characterization was done by meansofIR, IH-NMR,UV-Vis danGC-MSspectrometers. Transesterificationof castor oil using KOH produced methyl ricinoleate as main component in 77% yield. Hydrolysis of methyl ricinoleate produced ricinoleic acid in total yield of 74%. Oxydation of ricinoleic acid produced 9,10,I2-trihydroxystearic acid (THSA) in total yield of 75% which were found as two diastereoisomers Le., a dan p. a product was produced as white crystal with melting point of 106°C, while p product was obtained as white powder with melting point of 125°C. Dehydration reaction to 9,10,12-trihydroxy stearic acid produced conjugated omega-6 compounds 8,I0,12-octadecatrienoic acid which was produced as brownish liquid, in 81% yield. Carboxylic group of 9,10,12- trihydroxystearic acid was not affectedby dehydrationreaction.