Which of the following molecules are deprotonated by ethylmagnesium bromide? A) phenol, PhOH B) propyne, CH₃C≡CH C) dimethylamine, (CH₃)₂NH D) all of these

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Ethylmagnesium bromide is a Grignard reagent, which is a strong base and can deprotonate acidic hydrogens. Phenol, propyne, and dimethylamine all contain acidic hydrogens (phenol has an acidic hydroxyl hydrogen, propyne has an acidic sp-hybridized terminal hydrogen, and dimethylamine has an acidic N-H hydrogen), making them susceptible to deprotonation by ethylmagnesium bromide.

Which of the Following Molecules Are Deprotonated by Ethylmagnesium Bromide