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

 

Received: 28 November 2017/Accepted: 4 March 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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*Corresponding author; email: syareeda@ukm.edu.my

 

 

 

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