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with an acid HZ the nucleophile attacks what type of carbon?
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- thiol deprotonated by OH to form thiolate ion, thiolate ion functions as a nucleophile and attacks an alkyl halide (good nucleophile turns into a great nucleophile)
- acetals are hydrolyzed by addition of dilute acid. Excess water favors the formation of the ketone/aldehyde
- competing elimination with secondary alkyl halide or tosylate gives poor yields