Chapter 2, Problem 74P

Hydroxide $\left({}^{-}\text{OH}\right)$ can react as a Brønsted-Lowry base (and remove a proton), or a

Lewis base (and attack a carbon atom). (a) What organic product is formed when $\left({}^{-}\text{OH}\right)$ reacts with the carbocation ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}{\text{C}}^{\text{+}}$ as a Brønsted-Lowry base? (b) What organic product is formed when $\left({}^{-}\text{OH}\right)$ reacts with ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}{\text{C}}^{\text{+}}$ as a Lewis base?