Sains Malaysiana 47(7)(2018): 1473–1482
http://dx.doi.org/10.17576/jsm-2018-4707-15
Interaction Study of Binary Solvent
Systems Ionic Liquid and Deep Eutectic Solvent with Rotenone
(Kajian Interaksi Sistem Pelarut Binari Cecair
Ionik dan Pelarut Eutektik Dalam dengan Rotenon)
ZETTY SHAFIQA OTHMAN1, MAMORU KOKETSU2, NURUL HUDA ABD KARIM1,
SAIFUL IRWAN ZUBAIRI1 & NUR HASYAREEDA HASSAN1*
1School of Chemical Science and Food Technology, Faculty of
Science and Technology, Universiti Kebangsaan Malaysia, 43600 UKM Bangi,
Selangor Darul Ehsan, Malaysia
2Department of Chemistry and Bimolecular Science, Faculty of
Engineering, Gifu University, Gifu, Japan
Diserahkan: 28 November 2017/Diterima: 4
Mac 2018
ABSTRACT
[BMIM]OTf
and alcohol-based DES combination with a selected
organic solvent (acetone and acetonitrile) have been proven to efficiently
extracting rotenone (isoflavonoid biopesticide) compound compared to individual
organic solvents. Their efficiency builds up interest to study the solvent-solute
interaction that occurs between both selected solvent systems with rotenone.
The interaction study was analyzed using FTIR, 1D-NMR and
2D- NMR (NOESY, HMBC).
Correlation portrayed by NOESY and HMBC of
[BMIM]OTf
- standard rotenone mixture predicted probable hydrogen bonding between the
oxygen of rotenone with acidic proton C2-H of [BMIM]OTf.
While for the alcohol-based DES-rotenone mixture, the
correlation shows probable interaction to occur between methyl and methoxy
group rotenone with the hydroxyl group of 1,4-butanediol. In conclusion,
potential hydrogen bonding that occurs between solvent and solute aid towards
the solvent efficiency in extracting rotenone compound while emphasizing on the
low cost and green mediated solvent systems.
Keywords: Biopesticide; deep
eutectic solvent; extraction; ionic liquid; solvent-solute interaction
ABSTRAK
Gabungan [BMIM]OTf
dan DES berasaskan alkohol dengan pelarut
organik terpilih (aseton dan asetonitril) terbukti cekap dalam
mengekstrak sebatian rotenon (biopestisid isoflavonoid) berbanding
pelarut organik. Kecekapan tersebut menarik minat untuk mengkaji
interaksi pelarut -bahan larut yang berlaku antara kedua-dua sistem
pelarut terpilih dengan rotenon. Kajian interaksi dikaji menggunakan
FTIR, 1D-NMR dan
2D- NMR (NOESY, HMBC).
Korelasi yang digambarkan oleh NOESY dan HMBC bagi
campuran [BMIM]OTf - rotenon piawai menunjukkan potensi ikatan hidrogen
antara oksigen rotenon dengan proton berasid C2-H [BMIM]OTf.
Bagi campuran DES berasaskan alkohol-rotenon, korelasi menunjukkan interaksi
berpotensi berlaku antara metil dan kumpulan metoksi rotenon dengan
kumpulan hidroksil 1,4-butanediol. Kesimpulannya, potensi ikatan
hidrogen yang wujud antara pelarut dan bahan larut membantu ke
arah kecekapan pelarut dalam pengekstrakan sebatian rotenon selain
faktor kos yang rendah dan sistem pelarut pengantara yang hijau.
Kata kunci: Biopestisid; cecair ionik; interaksi pelarut-bahan
larut; pelarut eutektik dalam; pengekstrakan
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*Pengarang untuk
surat-menyurat; email: syareeda@ukm.edu.my