Acoplamento de cloreto de 4-nitrofenildiazônio com nucleófilos alifáticos: experimento integrado de síntese orgânica e cristalografia de raios X

Química Nova

Silvio Cunha²  Monique F. Marques²  Valéria Rocha²  Carlito Lariucci¹  Ivo Vencato¹ 

[1] ,Universidade Federal da Bahia Instituto de Química Salvador BA ,Brasil

关键词: enaminone;    azo dye;    solid state structure;   

DOI  :  10.1590/S0100-40422013000900029

来源: SciELO

【 摘 要 】

This article describes an undergraduate experiment for the synthesis of p-nitrophenyldiazonium chloride and its coupling with acetylacetone and two enaminones, 4-phenylamino-pent-3-en-2-one and 4-amino-pent-3-en-2-one, in an adaptation of a previously reported synthetic protocol. The azo dyes 4-(E)-phenylamino-3-[(E)-2-(4-nitrophenylazo)]-3-penten-2-one and 4-(E)-amino-3-[(E)-2-(4-nitrophenylazo)]-3-penten-2-one were obtained, and the solid state structure of this latter azo compound was characterized by single crystal X-ray diffraction studies. This two-week integrated laboratory approach involves simple synthetic experiments and microwave chemistry in the organic laboratory plus crystallography analysis, suitable for novice students on undergraduate experimental chemistry courses.

【 授权许可】

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