Bazı Hidrazo-oksim Türevlerinin Sentezi ve Karakterizasyonu

Year 2021, Volume: 47 Issue: 1, 69 - 79, 30.04.2021

Yasemin İpek İbrahim Karataş Önder Alıcı

https://doi.org/10.35238/sufefd.854364

Abstract

Bu çalışmada, önce bifenil ile asetilklorürün reaksiyonundan 4-asetilbifenil (I), sonra, bunun izobütilnitrit ve (CH3)3SiCl varlığında 4-izonitrozoasetildifenil (keto oksim) (II) sentezlenmiştir. Daha sonra bu 4-izonitrozoasetildifenil’in hidrazinhidrat ile reaksiyonundan 2-(bifenil)-2-hidrazonoasetaldehit oksim (III) sentezlenmiştir. Elde edilen bu hidrazo oksimin asetaldehit, benzaldehit ve o-hidroksibenzaldehit ile olan kondenzasyon reaksiyonları incelenmiştir (IV, V, VI). Reaksiyon sonucu, bileşiklerin oksim grubu ile hidrazon grupları arasında halka kapanması (1,2,4-triazin yapısı) olup olmadığı araştırılmıştır. Bu bileşiklerin, Elementel Analiz, FT-IR ve 1H-NMR spektroskopi teknikleri verilerinden, halka kapanması reaksiyonu vermediği anlaşılmıştır. Ayrıca III, V ve VI nolu bileşiklerin Cu(II) ve Co(II) ile verdiği kompleksleri incelenmiştir. Bu bileşiklerin metal iyonu ile etkileşerek kompleks oluşturması da halkalaşma reaksiyonu (1,2,4-triazin yapısı) vermesine yol açmamıştır.

Keywords

İzonitrozo oksim (keto oksim), Hidrazo oksim, Metal Kompleks

The Synthesis of Some Hydrazo Oximes Derivatives and Their Characterization

Abstract

In this study, 4-acetylbiphenyl (I) was synthesized from the reaction of biphenyl and acetyl chloride, then 4-isonitrozoacetyldiphenyl (keto oxime) (II) in the presence of its isobutyl nitrite derivative and (CH3)3SiCl. Later, 2-(biphenyl)-2-hydrazonoacetaldehyde oxime (III) was synthesized from the reaction of 4-isonitrozoacetyldiphenyl with hydrazine hydrate. Compounds (IV, V, VI) were synthesized by the condensation reaction of the prepared hydrazo oxime with acetaldehyde, benzaldehyde and o-hydroxybenzaldehyde. As a result of the reaction, it has been investigated whether the compounds undergo a cyclization reaction (1,2,4-triazine structure) between the oxime group and the hydrazone groups. It is understood that these compounds could not give a ring closure reaction from data of elemental analysis, FT-IR and 1H-NMR spectroscopy techniques. In addition, the complexes of compounds III, V and VI with Cu (II) or Co (II) were investigated. The complex formation of these compounds by interacting with the metal ion could not cause a cyclization reaction.

Keywords

Isonitrozo oxime (keto oxime), Hydrazo oxime, Metal Complex

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