Chapter 19, Problem 19.39P

Rank the compounds in each group in order of increasing basicity.

a. ${\text{BrCH}}_{\text{2}}{\text{COO}}^{-}{\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}{\text{CCOO}}^{-}{\text{BrCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{COO}}^{-}$ c.

b. ${\text{C}}_6{\text{H}}_5{\text{NH}}^{-}{\text{C}}_6{\text{H}}_5{\text{O}}^{-}{\text{C}}_{\text{6}}{\text{H}}_{\text{5}}{\text{CH}}_2{}^{-}$