Chapter 8, Problem 8.90SP

Methanol $\left({\text{CH}}_{\text{3}}\text{OH};\text{bp}=\text{65}°\text{C}\right)$ boils nearly 230 °C higher than methane $\left({\text{CH}}_{\text{4}};\text{bp}=-\text{164}°\text{C}\right)$ , but 1-decanol $\left({\text{C}}_{\text{1}0}{\text{H}}_{\text{21}}\text{OH};\text{bp}=\text{231}°\text{C}\right)$ boils only 57 °C higher thandecane $\left({\text{C}}_{\text{1}0}{\text{H}}_{\text{22}};\text{bp174}°\text{C}\right)$ . Explain.