Answer Posted / paul

I've learnt two reasons for this. One, as many have stated, that C does not have low enough energy orbitals for water to act as a lewis acid. but then, this doesn't quite explain why the SN2 reaction happens in organic compounds.

The other explanation is that the Cl atoms are bulky and provide steric hindrance for the water molecules to reach the carbon atom, whereas the Si atom being bigger, the Cl atoms do not pose as great an impediment.

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