THE SYNTHESIS OF IMIDAZOLIUM-BASED IONIC LIQUID AND ITS APPLICATION IN THE SYNTHESIS OF 2-OXAZOLIDINONE COMPOUNDS USING MAOS (MICROWAVE-ASSISTED ORGANIC SYNTHESIS) METHOD

• Main Author: Amelya Naibaho, Ruth
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/80708
• Institution: Institut Teknologi Bandung

Carbon dioxide is one of the environmental pollution sources. Through research, it has been discovered that carbon dioxide is a readily available and harmless source of C? atoms. Carbon dioxide has a significant role in the synthesis of 2 oxazolidinone compounds. Conventional methods for producing this compound involve the use of harmful and toxic chemicals, but a solution can be found by utilizing carbon dioxide in an ionic liquid medium. The ionic liquid used is 1,3-dimethyl-2,4,5 triphenylimidazolium iodide ([DMTPI]I). The synthesis of ionic liquid ([DMTPI]I) and 2-oxazolidinone was conducted using the MAOS (Microwave-Assisted Organic Synthesis) method. The benzoin compound was oxidized with the assistance of copper (II) acetate, resulting in the formation of 1,2-diphenylethane-1,2-diones or benzyl compounds. The synthesis of benzyl was conducted using the MAOS method (100 watts) was carried out at 60 ? for 60 minutes resulting in a yield of 60.8%. Then the benzyl compound was used as a precursor to synthesize 2,4,5-triphenylimidazole or lophine compounds. Synthesis of lophine compounds by MAOS method (100 watts) was carried out at 60 ? for 90 minutes, resulting in a yield of 84.2%. Furthermore, the lophine compound was used to synthesize ionic liquid (DMTPI]I) by MAOS method (30 watts) at 30 ? for 60 minutes with a yield of 16.3%. The successfully synthesized ionic liquid was used as a solvent to synthesize 2-oxazolidinone compounds using MAOS method (250 watts) at 85 ? for 4 hours resulting in a yield of 41.4%. The benzyl compound gave an IR absorption peak of aromatic C-H vibrations at 3054 cm-1 and C=O vibrations at 1583 cm-1. The lophine compound gave IR absorption peaks of N-H vibrations at the wavenumber of 3431 cm-1, C=N imine vibrations at 1661 cm-1, and C-N vibrations at 1262 cm-1. The ionic liquid ([DMTPI]I) gave IR absorption peaks of O-H vibrations at 3438 c cm-1 indicating the hydroscopic nature of the ionic liquid, C-H sp³ vibrations at 2915 cm-1, and C-N imine at 1261 cm 1 . The ¹H-NMR measurement results for compound 2-oxazolidinone gave a typical signal of CH2-N protons at 3,47 ppm, a typical signal of CH2-O protons at 4,25 ppm, and a typical signal of N-H protons at 5,74 ppm. The 13C-NMR measurement results for compound 2-oxazolidinone 158,06 ppm, 40,79 ppm, dan 65,42 ppm