4

I came across the following website article[1]:

SNi mechanism

I understand the mechanism and also get the fact that this is nothing but an experimental result but why does the $\ce{ClSOO-}$ group departs spontaneously to form a carbocation? Also since carbocation is formed will there be any rearrangement(if possible)?

Reference:

[1]: SOCl2 mechanism for alcohols to alkyl halides: SN2 versus SNi
https://www.masterorganicchemistry.com/2014/02/10/socl2-and-the-sni-mechanism/
(accessed Jun 15, 2021).

Nisarg Bhavsar
  • 3,081
  • 1
  • 11
  • 43
Arpan
  • 196
  • 6
  • Related: https://chemistry.stackexchange.com/questions/69063/if-socl2-reacts-with-alcohols-via-sni-why-doesnt-pocl3?r=Searchresults ... https://chemistry.stackexchange.com/questions/48489/substitution-at-thionyl-chloride-sulfur – Nilay Ghosh Jun 15 '21 at 01:59

0 Answers0