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(C) The acidic strength depends on the stability of the conjugate base and the electronegativity of the atom bearing the positive charge. $A$ is an ox

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$A > D > C > B$

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(C) The acidic strength depends on the stability of the conjugate base and the electronegativity of the atom bearing the positive charge. $A$ is an oxonium ion $(R-OH^{+}-R)$,which is a very strong acid because oxygen is highly electronegative and carries a positive charge. $D$ is an ammonium ion $(R-NH^{+}-CH_3)$,which is also a strong acid but less acidic than the oxonium ion because nitrogen is less electronegative than oxygen. $C$ is an alcohol $(R-OH)$,which is a weak acid. $B$ is an amine $(R-NH_2)$,which is a very weak acid (essentially basic). Therefore,the decreasing order of acidic strength is $A > D > C > B$.

Rank the following in decreasing order of their acidic strengths:
$(A)$ Tetrahydrofuran-oxonium ion
$(B)$ Pyrrolidine
$(C)$ Cyclopentanol
$(D)$ $N$-methylpyrrolidinium ion

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Rank the following in decreasing order of their acidic strengths:$(A)$ Tetrahydrofuran-oxonium ion$(B)$ Pyrrolidine$(C)$ Cyclopentanol$(D)$ $N$-methylpyrrolidinium ion