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One-Pot Formation of Aminoquinones by Direct Irradiation of Quinones in Anilines

등록일
2005년 2월 17일 12시 35분 13초
접수번호
0857
발표코드
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발표시간
토 <발표Ⅲ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
조경원, 김성식
전북대학교 화학과,
Extensive studies demonstrated that anilines take part in a lot of photoreactions in different modes. Recently, we found that irradiation of anthraquinone in N,N-dimethylaniline gives an ethanolamine as the major product. To compare the photochemical reactivities of quinones, we selected some benzoquinones such as 1,4-benzoquinone, 1,4-naphthoquinone, 1,2-naphthoquinone, 2,5-dihalo-1,4-benzoquinone and 2-chloro-1,4-benzoquinone to irradiate in anilines with 300nm UV light. 1,4-Benzoquinone dissolved in N,N-dimethylaniline was irradiated for 24 h to give a red-colored aminoquinone as 1:1 dimer. 1,4-Benzoquinone dissolved in N-methylaniline was irradiated for 24 h to give a red-colored aminoquinone as 1:2 photoadduct. Irradiation of 1,4-naphthoquinone, 1,2-naphthoquinone, 2,5-dihalo-1,4-benzoquinone and 2-chloro-1,4-benzoquinone in anilines gave the same type of aminoquinones, although no products were found from the photoreactions of benzoquinones in aniline, N,N-diethylaniline and N-ethyl-N-methylanilin. Different types of photoproducts were found, when 2-chloro-1,4-benzoquinone and 2,5-dichloro-1,4-benzoquinone were irradiated in N,N-dimethylaniline.

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