Monday 11 May 2015

organic chemistry - Will bridged compounds the undergo SN1 reaction?


$\mathrm{S}_{\mathrm{N}}1$ reaction involves only one molecule in the rate determining step. So, the molecule which undergoes $\mathrm{S}_{\mathrm{N}}1$ reaction should be stable when it forms a positive ion. $\ce{(CH3)3C^+}$ is considered stable due to inductive effect from the three carbon atoms and also hyper-conjugation. But, what about bridged compounds like 1-bromobicyclo[2.2.1]heptane:
1-bromobicyclo[2.2.1]heptane


When $\ce{Br^-}$ is abstracted the positive ion formed will be stable and therefore this will undergo $\mathrm{S}_{\mathrm{N}}1$ reaction. Am I thinking right? Please help me correct myself.





No comments:

Post a Comment

readings - Appending 内 to a company name is read ない or うち?

For example, if I say マイクロソフト内のパートナーシップは強いです, is the 内 here read as うち or ない? Answer 「内」 in the form: 「Proper Noun + 内」 is always read 「ない...