CrossxD
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ethers for Grignards reaction
Hello,
can I use dioxane or dimethyl ether for Grignards reactions?
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PirateDocBrown
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At what temperature do you propose to work with dimethyl ether?
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DraconicAcid
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Dioxane will actually react with Grignard reagents to precipitate a magnesium halide solvate, leaving a dialkylmagnesium species in solution. This
will generally react the same as a Grignard, though.
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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clearly_not_atara
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It reacts similar to a Grignard but somewhat faster and the solution is pyrophoric. Not usually what you want.
Diethoxymethane is the only solvent for Grignards that isn't a simple aliphatic monoether afaik. It can be distilled as the azeotrope with ethanol
from a rxn mixture of ethanol and formaldehyde with acid catalyst. It can then be purified by removing the lower-boiling ethanol as its azeotrope with
ethyl acetate.
[Edited on 29-4-2017 by clearly_not_atara]
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AvBaeyer
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Tetrahydrofuran is a common solvent though sometimes reactions are sluggish. Dimethoxymethane and dibutylether have also been suggested as solvents in
some of the older literature. I have never tried either one of these latter two.
AvB
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