Electrophilic base / nucleophilic acid / basic electrophile / acidic nucleophile [closed]








**Closed**. This question needs [details or clarity](/help/closed-questions). It is not currently accepting answers.
 
 






---








**Want to improve this question?** Add details and clarify the problem by [editing this post](/posts/122444/edit).




Closed 3 years ago.








[Improve this question](/posts/122444/edit) 



What I was understanding is that all bases are nucleophiles and acids are electrophiles means the condition for them is same and all nucleophiles are basic and all bases are nucleophiles and same for acid and electrophiles but my sir said that it isn't completely true . Can someone give me an example of electrophilic base / nucleophilic acid / acidic nucleophile / basic electrophile




$\ce{HSO4-}$ is acidic ($\mathrm pK\_\mathrm a = 1.99$) yet also reacts as a nucleophile e.g. in the acid-catalysed hydration of olefins, which according to my mechanism lecture procedes *via* a sulphate diester intermediate.


If I thought for long enough, I probably could come up with a basic compound that acts as an electrophile in a given situation.


However, having single counterexamples to a general trend isn’t necessarily helpful; it is better to *understand* the differences in terminology. For that, I would like to direct you to [Ben’s answer in the linked question](https://chemistry.stackexchange.com/a/20064), that clearly highlights the difference between *nucleophilicity* (a kinetic phenomenon) and *basicity* (a thermodynamic phenomenon).


 2