Answer to Question #134383 in Organic Chemistry for jila

Question

Place the letters underneath the molecules from LEAST basic to MOST basic:

 

NH₂ ^-   OH^-   Br^-   CH₃CH₂O^-    F^-    CH₃CH₃

Answer 1

Solution.

In this list of substances and ions, the weakest base is ethane, because alkanes show basicity only in superacids. Then comes the fluoride ion, because as the electronegativity increases, the acidity increases, then comes the bromide ion, since its electronegativity is less than that of the fluoride ion, but the radius of the bromide ion increases. Then comes the hydroxide ion and the ethane oxide ion, since with decreasing electronegativity, basicity increases. And in addition, there is a weakly expressed negative inductive effect in the ethane oxide ion. The strongest base from this list is the amide ion due to reduced electronegativity.

$CH3-CH3<F^-<Br^-<OH^-<CH3CH2O^-<NH2^-$

Answer:

$CH3-CH3<F^-<Br^-<OH^-<CH3CH2O^-<NH2^-$