Synthesis and Fluorescence Characteristics of 2-Nanilinopyridine and 2 N-Anilinopyridine

Noordini Mohd. Salleh, and Liow, Pei Ling and Zanariah Abdullah, and Maizatul Akmam Abu Bakar, and Zaharah Aiyub, (2007) Synthesis and Fluorescence Characteristics of 2-Nanilinopyridine and 2 N-Anilinopyridine. Malaysian Journal of Analytical Sciences, 11 (1). pp. 229-236. ISSN 13942506

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Affiliations

University of Malaya, Faculty of Science, Dept. of Chemistry

Abstract

2-N-Anilinopyridine and 3-N-anilinopyridine were obtained when aniline was refluxed with 2-chloropyridine and 3-chloropyridine, respectively. The structures of both compounds were confirmed by 1H NMR, 13C NMR, infra red and mass spectrometries. Fluorescence studies of these compounds were carried out in various solvents and 2-N-anilinopyridine showed the highest fluorescence peak at 368 nm, when excited at 339 nm in tetrahydrofuran. 3-N-Anilinopyridine showed the highest fluorescence peak in acetonitrile when excited at 245 nm. The fluorescence peak was recorded at 328 nm. Both N-anilino pyridines showed a decreased in fluorescence intensity in other solvents such as ethyl acetate and ethanol. Fluorescence peak was also reduced with time in capped and uncapped conditions. For uncapped condition, the presence of oxygen is believed to be responsible in reducing the fluorescence intensity of both compounds studied through quenching effect.

2-N-Anilinopiridina diperolehi apabila anilina direfluks dengan 2-kloropiridina, manakala 3-N-anilinopiridina diperolehi apabila anilina direfluks dengan 3-kloropiridina. Struktur kedua-dua sebatian ini dikenalpasti melalui analisis spektrum 1H NMR, 13C NMR, infra merah dan spektrum jisim. Kajian pendafluoran dilakukan dalam berbagai pelarut di mana 2-Nanilinopiridina
menunjukkan puncak pendafluran pada 368 nm apabila diuja pada 339 nm dalam tetrahidrofuran. 3-NAnilinopiridina pula menunjukkan puncak pendafluoran yang tertinggi dalam asetonitril, dengan panjang gelombang penujaan 245 nm. Puncak pendafluoran direkodkan pada 328 nm. Kedua-dua N-anilino piridina menunjukkan penurunan keamatan pendafluoran dalam pelarut lain seperti etil asetat dan etanol. Puncak pendafluoran juga menurun dengan masa
bagi sampel tertutup dan sampel terbuka. Bagi sampel terbuka, kehadiran oksigen dikaitkan dengan penurunan keamatan melalui kesan pelindapan.

Item Type:

Journal

Additional Information:

Financial support of this work by the Academy of Science under SAGA grant 66-02-03-0045 is gratefully acknowledged.

Keywords:

2-N-Anilinopyridine, 3-N-Anilinopyridine, Fluorescence

Subjects:

Q Science

ID Code:

1050