Reaksi dekuaternerisasi N-Isopropil-N-Metilpiperidinium Iodida dengan Trifenifosfin

Wie Ling , Wie Ling (2003) Reaksi dekuaternerisasi N-Isopropil-N-Metilpiperidinium Iodida dengan Trifenifosfin. Undergraduate thesis, FMIPA UNDIP.

[img]PDF
Restricted to Repository staff only

1463Kb
[img]
Preview
PDF
16Kb
[img]
Preview
PDF
357Kb
[img]
Preview
PDF
464Kb
[img]
Preview
PDF
395Kb
[img]
Preview
PDF
498Kb
[img]
Preview
PDF
379Kb
[img]PDF
Restricted to Repository staff only

599Kb
[img]
Preview
PDF
327Kb
[img]
Preview
PDF
354Kb
[img]
Preview
PDF
454Kb

Abstract

Metode transformasi amina tersier masih dikembangkan di Laboratorium Kimia Organik UNDIP melalui alkilasi terhadap metil-amina-tersier membentuk garam metil-alkil-amonium-kuatemer, diikuti dekuaternerisasi spesifik untuk menghasilkan alkil-amina-tersier. Guna mencapai tujuan tersebut, pada penelitian ini digunakan N-metilpiperidin sebagai reaktan, yang telah diisopropilasi membentuk N-isopropil-N-metilpiperidinium iodida (tahap 1), diikuti dengan dekuaternerisasi garam amonium tersebut dengan trifenilfosfin (tahap 2). Pada langkah pertama, garam N-isopropil-N-metilpiperidinium iodida telah berhasil diisolasi sebanyak 94 % dalam refluk klorofrom selama 24 jam. Keberadaan senyawa tersebut telah dapat dibuktikan melalui spektroskopi II-I-NMR. Selanjutnya garam amonium ini di-dekuatemerisasi dengan trifenilfosfin sebagai nukleofil dalam refluk DMF selama 18 jam (langkah kedua). Hasil analisis produk-produk dekuaternerisasi menggunakan spektroskopi 1H-NMR menunj ukkan bahwa garam N-isopropil-N-metilpiperidinium iodida telah ter-dekuaternerisasi (84,61 %). Pada kasus ini, ion iodida diusulkan berperan lebih kuat dibandingkan dengan trifenilfosfin. Tertiary Amine transformation method has been developed in Organic Chemistry Laboratory of Diponegoro University by alkylation of methyl-tertiary amine forming methyl-alkyl-quaternary ammonium, followed by spesifie dequatemization to produce alkyl-tertiary amine. In order to accomplished that aims, this research using N-methylpiperidine as the reactant, that is isopropylated to N-isopropyl-N-methylpiperidinium (first step), followed by dequaternization of that ammonium salt with triphenylphosphine (second step). In the first step, N-isopropyl-N-methylpiperidinium iodide was isolated until 94 % in chloroform reflux for 24 hours. The existence of this salt was proved by 'H-NMR spectroscopy. Then, Ammonium salt was dequaternized with triphenyl¬phosphine (PPh3) as nucleophyle in DMF reflux for 18 hours (second step). Analysis result of dequaternization products using 11-1-NMR spectroscopy showed that N¬isopropyl-N-methylpiperidinium iodide salt was dequaternized (84,61 %). In this case, was recommended that the role of iodide ion is stronger th

Item Type:Thesis (Undergraduate)
Subjects:Q Science > QD Chemistry
Divisions:Faculty of Science and Mathematics > Department of Chemistry
ID Code:30942
Deposited By:Mr UPT Perpus 1
Deposited On:10 Nov 2011 10:07
Last Modified:10 Nov 2011 10:07

Repository Staff Only: item control page