How does the Grignard Reagent($\ce{RMgX}$) react with an allene $\ce{CH_2=C=CH_2}$ and what are the products formed?

This is exactly what I tried to do.

Reaction mechanism

Any help will be appreciated.

  • 2
    $\begingroup$ Consider the stability of potential carbanions. $\endgroup$ – Weijun Zhou Jan 30 '18 at 15:54
  • $\begingroup$ @Mithoron I very well know how Grignard reagent reacts with a ketone, but that certainly doesn't me help here. $\endgroup$ – Carrick Jan 30 '18 at 16:27
  • $\begingroup$ Well, I think it should at least give you good idea. If it doesn't react in a very similar way then it would be tricky question, but Weijun Zhou seems to think ^^^ the same. $\endgroup$ – Mithoron Jan 30 '18 at 16:33
  • $\begingroup$ I think it's fine. You didn't say that it will later be treated with $\ce{H3O+}$ though so that is probably another step, not part of the mechanism of the reaction with $\ce{RMgX}$. $\endgroup$ – Weijun Zhou Jan 31 '18 at 5:21
  • $\begingroup$ @WeijunZhou in almost all the reactions of Grignard reagent, the compound is finally treated with dilute $H_3O^+$ $\endgroup$ – Carrick Jan 31 '18 at 9:14

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