Rank the following compounds in order of increasing basicity, putting the least basic first. $$\begin{array} { c c c c }
\mathrm { CH } _ { 3 } \mathrm { CONH } _ { 2 } & \mathrm { NH } _ { 3 } & \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 } & \left( \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \right) _ { 2 } \mathrm { NH } \
\text { I } & \text { II } & \text { III } & \text { IV }
\end{array}$$

Question

Rank the following compounds in order of increasing basicity, putting the least basic first. $$\begin{array} { c c c c } 
\mathrm { CH } _ { 3 } \mathrm { CONH } _ { 2 } & \mathrm { NH } _ { 3 } & \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 } & \left( \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \right) _ { 2 } \mathrm { NH } \
\text { I } & \text { II } & \text { III } & \text { IV }
\end{array}$$

Quizplus · Accepted Answer

Amides (I) are the least basic due to resonance stabilization. Ammonia (II) is more basic than amides but less than primary (III) and secondary amines (IV), with secondary amines being the most basic due to increased alkyl group electron donation.

Rank the Following Compounds in Order of Increasing Basicity, Putting