Ethylmagnesium Bromide and 5-Hydroxy-2-pentanone

Give the reaction scheme, showing the products formed (before hydrolysis), when one equivalent of ethylmagnesium bromide is treated with one equivalent of 5-hydroxy-2-pentanone. Does addition of two equivalents of the Grignard reagent to this yield a different product(s)? If so, give structure(s).

Preparation of Grignard Reagents

Explain why Grignard reagents cannot be prepared from an organic halide that also contains a hydroxyl (-OH), a carboxyl (-CO2H), a thiol (-SH), or an amino (-NH2) group.

Methyl benzoate and Ethylmagnesium Bromide

What would be the final product of the reaction between methyl benzoate and two equivalents of ethylmagnesium bromide?

Ethyl benzoate and Ethylmagnesium Bromide

What would be the final product of the reaction between ethyl benzoate and two equivalents of ethylmagnesium bromide?

Preparation of Organometallic Reagents from Grignard Reagents

Grignard reagents may be used to prepare other organometallic reagents, for example, ethylmagnesium bromide reacts with cadmium chloride to yield diethylcadmium. 2CH3CH2MgCl + CdCl2 yields (CH3CH2)2Cd + 2MgCl2 Indicate the product of the following reactions and name the organometallic product. (A) 4CH3MgCl + SiCl4 yield ...continues

para-Nitrobenzaldehyde vs. benzaldehyde

para-Nitrobenzaldehyde reacts at a faster rate than benzaldehyde in the Perkin reaction while p-N,N-dimethylaminobenzaldehyde is much less reactive toward the same nucleophile. Explain.

Perkin and related reactions

There are numerous condensations that are closely related to the Perkin reaction. Among these are the aldol /3Badv/, and /A3a/, Knoevenagel, Claisen, and Dickmann condensations. What general class of compounds can be prepared using each of these well-known reactions?

The Witting Reaction

Why is it important that any aldehyde used in Witting reaction be free of carboxylic acid impurities?

Predict the product

Predict the major organic product formed in the following reaction: CH3CH2NO2 + CH2O yields ? (Note: NaOH is shown above the "yields" arrow.)

Crossed aldol condensations

"Crossed" or "mixed" aldol condensations are practical for synthesis, if one of the aldehydes (or ketones) has no alpha-hydrogen atoms. Explain.