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|    Message 53,733 of 55,615    |
|    Poutnik to All    |
|    Re: Possible to use Acetone in Grignard     |
|    17 Oct 15 09:30:17    |
      From: poutnik4nntp@gmail.com              Dne 17/10/2015 v 06:58 durabol74@gmail.com napsal(a):       > I don't consider myself a Chemist but I've been trying to studying       > Grignard reactions in order to add to a carbonyl group(CH3) in place       > of a ketone(=O) using methylmagnesium bromide. The common solvent for       > this reaction is pyridine and I've also read that sometimes a mixture       > of acetone and pyridine is used. Using acetone surprised me since I       > thought that acetone is a ketone and may interfere with the reaction?       > Anyway perhaps acetone doesn't interfere so I'm wondering if just       > acetone could be used or does pyridine have a special role? Any       > Chemists out there with enlightenment?       > Brock       >       I am not an organic chemist, but in my understanding acetone       as an carbonyl compound does react with Grignard reagents.              CH3-CO-CH3 + R-Mg-X --> (CH3)2-CR-O-MgX       (CH3)2-CR-O-MgX + H+ --H2O----> (CH3)2-CR-OH + 2Mg2+ 2 X-              https://en.wikipedia.org/wiki/Grignard_reaction#With_carbonyl_compounds              In my understanding, Grignard reacts with electrofil groups like       carbonyls, not with nucleofil structures of heteroaromatics.              --       Poutnik ( the Czech word for a wanderer )              Knowledge makes great men humble, but small men arrogant.              --- SoupGate-Win32 v1.05        * Origin: you cannot sedate... all the things you hate (1:229/2)    |
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