苯基与羧基相连时,为什么共轭效应是给电子

2025-03-15 22:52:47
推荐回答(2个)
回答1:

-C=C-C=Y
-C=C-X
Y为吸电子基团时,吸电子共轭效应(-C)
X为供电子基团时,供电子共轭效应(+C)
苯酚分子中氧原子上的孤对电子与苯环上的p电子形成p-p共轭,使羟基的邻、对位的碳原子带有部分的负电荷。
羧基时C=O是吸电子共轭效应,C-OH是供电子共轭效应吧,这个我也不太清楚。。。

回答2:

苯环属于一种较特别的体系,6电子大派键,可以姑且称之为“缓冲”吧,既可以共轭吸电子,也可以共轭给电子。
若遇到吸电子基团,则苯基表现为供电子,若遇到给电子基团,则苯环表现为吸电子了。
羧基,-COOH,存在C=O双键,电子对偏向O,所以C带部分+电荷,即这是一个吸电子基团,因此与之相比,苯基就表现为给电子了。
羟基,-OH,O带部分-电荷,且O原子上有孤对电子,易于发生p-派的给电子效应,所以苯基在这里就表现为吸电子了。
类似的,若连羰基,C=O,也是吸电子的,苯环表现为供电子,若连供电子的烷基,则苯环就共轭吸电子了。

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