6.4
Recall that in a nucleophilic substitution reaction, a nucleophile donates its electrons to an electrophile.
Electrophiles are electron-seeking reagents — either neutral or positively charged — containing an empty atomic orbital or a low-energy antibonding orbital.
A positive electrophile, like the proton — with a vacant, low-energy 1s orbital — is very reactive. Consequently, a nucleophile like the hydroxide ion attacks the proton, neutralizing the charge and forming water.
Another positive electrophile — the carbocation — has a vacant p orbital, making it reactive towards a nucleophilic attack.
A neutral electrophile, like the Lewis acid boron trifluoride, has an empty p orbital that can accept electrons from the nucleophile, thus forming a bond and resulting in a stable complex.
In a neutral molecule like chlorobutane, the electrophilic center results from the electron-withdrawing inductive effect of the more electronegative substituent attached to the molecular chain.
In an organic electrophile with a double-bonded electronegative atom — like the carbonyl group — the C=O bond dipole renders a partial positive charge to the carbon atom.
In a reaction, the nucleophile deposits i
In deze les worden de definitie, classificatie en karakteristieke kenmerken van een elektrofiel uitgelegd die sleutelkenmerken zijn van nucleofiele su…
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