20.13 Reaction of Organometallic Reagents with CO2

UIS: CHE 269 (Morsch and Andrews) · LibreTexts

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    Organometallic reagents and carbon dioxide

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    Grignard reagents react with carbon dioxide in two stages. In the first, you get an addition of the Grignard reagent to the carbon dioxide. Dry carbon dioxide is bubbled through a solution of the Grignard reagent in ethoxyethane, made as described above. For example:

    Illustrationgrignardco2a.gif

    The product is then hydrolyzed (reacted with water) in the presence of a dilute acid. Typically, you would add dilute sulphuric acid or dilute hydrochloric acid to the solution formed by the reaction with the CO2. A carboxylic acid is produced with one more carbon than the original Grignard reagent. The usually quoted equation is (without the red bits):

    grignardco2b.gif

    Almost all sources quote the formation of a basic halide such as Mg(OH)Br as the other product of the reaction. That's actually misleading because these compounds react with dilute acids. What you end up with would be a mixture of ordinary hydrated magnesium ions, halide ions and sulfate or chloride ions - depending on which dilute acid you added.

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    This page titled 20.13 Reaction of Organometallic Reagents with CO2 was last modified on Wed, 05 Jun 2019 18:45:44 GMT and is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by Layne Morsch.