2
$\begingroup$

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

|improve this question
$\endgroup$
  • $\begingroup$ 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

Your Answer

By clicking "Post Your Answer", you acknowledge that you have read our updated terms of service, privacy policy and cookie policy, and that your continued use of the website is subject to these policies.

Browse other questions tagged or ask your own question.