Question

If, by mistake, a chemist used 100% ethanol rather than diethyl ether as the reaction solvent,...

If, by mistake, a chemist used 100% ethanol rather than diethyl ether as the reaction solvent, would the Grignard synthesis still proceed as expected?

Homework Answers

Answer #1
  • Grignard reagent is a very nucleophilic reagent in form of organomagnesium halide and it converts carbonyl compounds into alcohols.
  • The general solvent used is diethyl ether which is non-polar and having no acidic hydrogen for the grignard to extract.
  • If instead ethanol or ethyl alcohol is used as a solvent, it will deprotonate the alcohol abstracting the -H with it while leaving the negatively charged oxygen of the alcohol.
  • The acidic proton will protonate the magnesium ion destroying the grignard reagent for further reaction.
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