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Answer to Question #33557 in Organic Chemistry for Sumit
Question #33557
Arrange the following in increasing order of basic character and give reason.
HO-, CH3CH2O-, (CH3)3CO-, CH3COO-
HO-, CH3CH2O-, (CH3)3CO-, CH3COO-
Expert's answer
CH3COO- < HO- < CH3CH2O- < (CH3)3CO-
It is usually explained by resonance stabilization of acetate anion and inductive destabilization of alcoholate anions: larger alkyl radical (tert-butyl) exhibits higher destabilization.
It is usually explained by resonance stabilization of acetate anion and inductive destabilization of alcoholate anions: larger alkyl radical (tert-butyl) exhibits higher destabilization.
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