Laili, FajriyahKurnia (2016) Mempelajari Reaksi Biginelli dengan Substrat Asam Pinonat. Sarjana thesis, Universitas Brawijaya.
Abstract
Asam pinonat (C10H16O3) merupakan produk dominan dari hasil oksidasi alfa-pinena dengan kalium permanganat dengan bantuan ultrasonikasi. Penelitian ini bertujuan untuk memanfaatkan asam pinonat sebagai substrat pada reaksi Biginelli dengan urea dan vanilin. Disamping itu, reaksi ini juga mempelajari pengaruh pelarut dan katalis asam dalam pembentukan produk reaksi.Kemajuan reaksi dimonitor dengan melakukan sampling setiap jam reaksi kemudian hasil sampling dianalisis dengan kromatografi lapis tipis (KLT), spektrofotometri ultra violet-visibel dan inframerah. Sedangkan analisis produk juga melibatkan analisis dengan LCMS. Dari hasil penelitian diperoleh, bahwa reaksi menghasilkan produk dihidropirimidinon 4, atau 5-(3-acetyl-2,2-dimethylcyclobutyl)-4-(4- hydroxy-3-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one sebagai produk utamanya. Lebih lanjut menunjukkan bahwa pengaruh pelarut polar seperti etanol mampu mempercepat pembentukan produk, dibanding dengan pelarut etil asetat. Sedangkan katalis asam yang ditambahkan justru memperlambat reaksi ini dibanding dengan reaksi tanpa katalis.
English Abstract
Pinonic acid (C10H16O3) is afforded as a major product from potassium permanganate oxidized alpha-pinene assisted by ultrasonication. This research was aimed to apply pinonic acid as substrate for Biginelli reaction with urea and vanilline. Besides, solvent polarity and acid catalyst was also studied for product formation. The reaction progress was monitored by doing sampling in each hour of the reaction mixture. Then, the result of sampling was analyzed by TLC, infrared and ultra violet-visible spectrophotometer. For the product, LCMS was further applied for structure determination. In overall, it was found that the Biginelli reaction using pinonic acid substrate provided dihydropyrimidinone 4, or 5-(3-acetyl-2,2-dimethylcyclobutyl)-4-(4-hydroxy-3- methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one, as the main product. Moreover, polar solvent such as ethanol improved the reaction rather than ethyl acetate. However, the addition of acid catalyst clearly did not accelerate the reaction. In conclusion this Biginelli reaction with pinonic acid substrate did not require addition of catalyst.
| Item Type: | Thesis (Sarjana) |
|---|---|
| Identification Number: | SKR/MIPA/2016/506/051610444 |
| Subjects: | 500 Natural sciences and mathematics > 540 Chemistry and allied sciences |
| Divisions: | Fakultas Matematika dan Ilmu Pengetahuan Alam > Kimia |
| Depositing User: | Kustati |
| Date Deposited: | 02 Nov 2016 11:05 |
| Last Modified: | 02 Nov 2016 11:05 |
| URI: | http://repository.ub.ac.id/id/eprint/155049 |
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