Question

Draw the structure of the organic product formed when the following compounds undergo the three-step reaction sequence indicated.

Answer 1

Concepts and reason

The reaction of ethyl acetoacetate is given with a 1-bromocyclohexane in basic medium and the product needs to be given. The base will abstract a proton from ethyl acetoacetate. The nucleophilic species will then attack on the alkyl halide and further in next step elimination of carbon dioxide gives the final product.

Fundamentals

The methylene moiety of ethyl acetoacetate is highly acidic due to the presence of two electron withdrawing groups that is $\left( { - {\rm{COC}}{{\rm{H}}_3}} \right)$ and $\left( { - {\rm{COOEt}}} \right)$ . Hence, the methylene proton can be easily abstracted out by a base such as sodium ethoxide to form sodium salt.

The sodium salt formed then reacts with haloalkanes to form corresponding alkyl derivates.

The reaction of alkyl derivatives with sodium hydroxide gives corresponding sodium salt derivative again. It is then heated in acidic medium to give off carbon dioxide to give the final product.

The corresponding sodium salt of ethyl acetoacetate formed is as follows:

The monoalkyl derivative formed is as follows:

The final product formed is as follows:

Ans:

The product of the given reaction is as follows:

Answer 2

Answer 3

Draw the structure of the organic product formed when the following compounds undergo the three-step reaction sequence indicated Br 1. NaOC2H5, C2H5OH 2. NaOH, H2O 3. H30t, heat

Explanation:

Answer 4

Answer 5

Answer 6

In this reaction the acetoacetic ester is going to attack the halide containing compound followed by an attack of the ester by the OH ion then a decarboxylation. check out the photo.

Answer 7

CH3--CO(double bond, ketone)--CH2--C6H11

This is correct.

It is the same as the answer above, but remove the cyclopentane and the attached methyl. Attach the right carbon of the ketone to the six member ring.