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Questions about nucleophile.. I heard that, down a column, it's good nucleophile but.. generally, strong base...

Questions about nucleophile..

I heard that, down a column, it's good nucleophile

but.. generally, strong base is strong Nu (exept for solvent issue)

and 'As' (from AsH3) is more polarizable than 'P' (from PH3)

thus, i think, As is to weak base(since it is stable) and P is more strong..

but it's not.

why?  

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Answer #1

In case of PH3 and AsH3, the basicity and nucleophilicity follow the same order. The stronger the base, the more nucleophilic is the hydride. The basicity of the hydrides of group 15 depends on the availability of non-bonding electron pair over the central atom. The lone electron pair in PH3 is more localized over the P atom due to the smaller size and higher electronegativity of P as compared to As. Consequently, the electron pair is easily available for donation and thus, PH3 is a stronger base and hence, a stronger nucleophile as compared to AsH3.

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