While learning about the Grignard reagent I was taught this by my teacher, but I couldn’t justify why it was so..
I cannot see how Grignard reagent would react differently in basically an ethereal solvent..
So i needed a justification as in why this was happening. Thanks

Effect of solvent used as taught by my professor

  • $\begingroup$ What is a 'resonance stabilised bond'? Never heard of such a thing. $\endgroup$ – orthocresol Jan 25 at 12:10
  • $\begingroup$ @orthocresol I think what it means is that the carbon-halogen bond has a partial double bond character due to resonance. Of course, it is poorly worded as shown $\endgroup$ – YUSUF HASAN Jan 25 at 12:48
  • 2
    $\begingroup$ There are 2 different things when comparing ether and THF: 1) the electron density of oxygen in THF is higher (it is basically ether with its arms attached in its back) so it will stabilise the organomagnesium compound better; 2) the reaction is usually carried out at reflux of the pure ether, so at a higher temperature in THF $\endgroup$ – SteffX Jan 25 at 12:52
  • $\begingroup$ @SteffX But according to this formation of a Grignard reagent is a SET mechanism which doesn't involve the solvent. So are you talking about solvation of the organomagnesium compound when you talk of stabilisation? $\endgroup$ – YUSUF HASAN Jan 25 at 13:03
  • $\begingroup$ @YUSUFHASAN — Stabilisation of the product, depending on the conditions, favor the reaction $\endgroup$ – SteffX Jan 25 at 13:32

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