Questions from Organic Chemistry

Q: Predict the major product obtained when each of the following compounds is

Predict the major product obtained when each of the following compounds is treated with bromine (Br2) together with sodium hydroxide (NaOH) followed by aqueous acid (H3O+):

Q: The following transformation cannot be accomplished by direct alkylation of an enolate

The following transformation cannot be accomplished by direct alkylation of an enolate. Explain why not and then devise an alternate synthesis for this transformation.

Q: The product of an aldol condensation is an α,β-

The product of an aldol condensation is an α,β-unsaturated ketone, which is capable of undergoing hydrogenation to yield a saturated ketone. Using this technique, identify th...

Q: Starting with diethyl malonate and using any other reagents of your choice

Starting with diethyl malonate and using any other reagents of your choice, propose an efficient synthesis for each of the following compounds:

Q: When a malonic ester synthesis is performed using excess base and 1

When a malonic ester synthesis is performed using excess base and 1,4-dibromobutane as the alkyl halide, an intramolecular reaction occurs, and the product contains a ring. Draw the product of this p...

Q: Starting with ethyl acetoacetate and using any other reagents of your choice

Starting with ethyl acetoacetate and using any other reagents of your choice, propose an efficient synthesis for each of the following compounds:

Q: The product of a Dieckmann cyclization can undergo alkylation, hydrolysis,

The product of a Dieckmann cyclization can undergo alkylation, hydrolysis, and decarboxylation. This sequence represents an efficient method for preparing 2-substituted cyclopentanones (below) and cyc...

Q: Using ethanol as your only source of carbon atoms, propose a

Using ethanol as your only source of carbon atoms, propose a synthesis for each of the following compounds:

Q: We have seen that the alpha carbon atom of an enamine can

We have seen that the alpha carbon atom of an enamine can function as a nucleophile in a Michael reaction, and in fact, enamines can function as nucleophiles in a wide variety of reactions. For exampl...

Q: Consider the reaction between cyclohexanone and the optically pure amine shown (

Consider the reaction between cyclohexanone and the optically pure amine shown (next page). a. Draw the structure of the resulting enamine and discuss how many isomer(s), if any, form in this reactio...