Question

What will happen when ethanol reacts with methyl magnesium bromide?

Answer 1

Well, you get ethanol, methane, and bromomagnesium hydroxide as shown in the equation…

H3CMgBr+HOEt→MeH↑+MgBr++−OEt

Hydrolysis would give the alcohol.

Of course, normally you would carefully protect a Grignard reagent from protic sources….but you might want (for a separate experiment) an ALKANE labelled with a deuterium nucleus.

H3CMgBr+D2O→MeD↑+MgBr++−OD

And so you would use heavy water or ethanol−d1…to label the methane.

Answer 2

Well, you get ethanol, methane, and bromomagnesium hydroxide as shown in the equation…

H3CMgBr+HOEt→MeH↑+MgBr++−OEt

Hydrolysis would give the alcohol.

Of course, normally you would carefully protect a Grignard reagent from protic sources….but you might want (for a separate experiment) an ALKANE labelled with a deuterium nucleus.

H3CMgBr+D2O→MeD↑+MgBr++−OD

And so you would use heavy water or ethanol−d1…to label the methane.

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