My professor has recently taught us about SN' reaction example in which 3-bromo-3-methyl-but-1-ene was reacted with with KCN to yield 4-methyl-pent-3-ene-nitrile as the major product.When I asked him why elimination didn't take place,my professor replied that it was based on experimental data. Can anyone please clarify whether the reaction is correct?If yes,then why elimination is not taking place.

Also,I was very surprised that I couldn't find any article on SN' reactions online..

  • 1
    $\begingroup$ Many factors contribute as to whether SN1, E1, SN2, E2 occur. By that way, it is not SN'. It is SN1 $\endgroup$
    – M.L
    Mar 5, 2022 at 7:15
  • $\begingroup$ @M.L No, I am talking about SN '( prime) reactions, not $SN _1$. $\endgroup$
    – user120451
    Mar 5, 2022 at 7:16
  • $\begingroup$ What are SN1' and SN2' reactions? $\endgroup$
    – andselisk
    Mar 5, 2022 at 7:18
  • $\begingroup$ @andselisk Thank you for the related link. Can you please explain why in my case and also in the related answer why E2 elimination is not taking place to form the major product? $\endgroup$
    – user120451
    Mar 5, 2022 at 7:23
  • $\begingroup$ Honestly, I have not heard of this type of reaction before. But why can't we logically say this is the major product because SN1 leads to allylic carbocation where you can actually insert the CN in the specified position leaving the double bond in a more stable position. $\endgroup$
    – M.L
    Mar 5, 2022 at 7:29


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