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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 9, Number 1
JKCSEZ 9(1)
February 20, 1965 

 
Title
Studies of 8-Hydroxyquinoline Derivatives (Part Ⅰ) Synthesis of 7-Nitroso-8-Hydroxyquinoline-5-Sulfonate and its Acid Dissociation Constants

8-Hydroxyquinoline 유도체에 관한 연구 (제1보) 7-Nitroso-8-Hydroxyquinoline-5-Sulfonate 의 합성과 그 산해리정수
Author
Dong Hyung Lee

이동형
Keywords
Abstract
8-Hydroxyquinoline-5-sulfonic acid 를 alkali매질에서 10℃이하로 유지하여 nitroso 화시켜 7-nitroso-8-hydroxy-quinoline-5-sulfonate (NHQS)를 종합하였으며 그 산해리정수를 분광광도법과 pH적정법에 의하여 측정하였다. 두 방법에 의하여 근사하게 같은 값은 얻어졌고 이것들은 8-hydorxyquinoline의 해당 pK값에 비해 작다. 8-hydroxyquinoline에 비해 NHQS의 낮은 염기성은 도입된 전자흡인성기들의 생각되며 특히 nitroso 기는 ortho위의 phenol성 OH기의 산성도의 증가에 많은 영향을 주는 것을 생각된다.

7-Nitro-8-hydoxyquinoline-5-sulfonate (NHQS) have been synthesized from 8-hydroxyquinoline-5-sulfonic acid by nitrosation in alkaline medium at temperature below 10℃ and the acid dissociation constants of NHQS have been determined by spectrophotometric and potentiometric methods. Almost same values are obtained by both methods but the values are lower than the corresponding 8-hydroxyquinoline. The lower basicity of NHQS is considered as the effect of electron withdrawing groups, especially adjacent nitroso group.

Page
37 - 40
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