Question

For the given pair of compounds, compare which compound is better $S_{N}2$ substrate.

1-iodo-2, 2-dimethyl propane, isopropyl iodide

• A. 1-iodo-2,2-dimethyl propane
• B. isopropyl iodide
• C. Both show $S_{N}1$
• D. Both of them show similar reactivity

Answer 1

The correct option is B isopropyl iodide

Due to probability of rearranged more stable $3^o$ carbocation, 1-iodo-2,2dimethylpropane follows $S{N}^1$ mechanism while isopropyliodide follows $S{N}^2$.