I have been asked to find the major product of the reaction: enter image description here

As this a case of pyrolysis of $3^{\circ}$ Amine Oxide (or, in other words, Cope Reaction), I figured there are two possible products hexene and hex-2-ene. Therefore, hex-2-ene should be the major product as it is the more substituted alkene.

But the solution to the question states that the major product is Ethene ($\ce{H_2C=CH_2}$). I have no idea how that is even possible.

Here is how I came to the conclusion that hex-2-ene will be the major product (which is basically the standard Cope reaction mechanism): enter image description here Please provide clarification on this.

  • 2
    $\begingroup$ This looks like an error. You can get propene (probably the major product) and the two hexenes you mentioned, but I can see no way of getting ethene. $\endgroup$
    – Waylander
    Apr 18 at 9:10
  • 1
    $\begingroup$ @Waylander This must be an error then. Errors are not rare in organic chemistry question banks, or at least, that is the case with my book. $\endgroup$ Apr 18 at 10:05

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