Exam 17: Carbonyl Alpha-Substitution and Condensation Reactions

Draw the structure of the diastereomer that is formed preferentially in the following reaction:

Instructions: Consider the reaction below to answer the following question(s). Refer to instructions.The product of this reaction is:

Which of the following are intermediates in the acid catalyzed aldol reaction of propanal to form 2-methyl-pent-2-enal?

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions.This reaction is an example of:

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s).If a compound does not undergo aldol self-condensation,explain why it does not. -Draw and explain:

How would you prepare 3-phenylpropanoic acid using a malonic ester synthesis?

Instructions: Consider the reaction sequence below to answer the following question(s). Refer to instructions.Conversion of A into B is a type of reaction termed _____.

Rank the following hydrogens in terms of decreasing acidity (most acidic > least acidic):

Identify the intermediate imine that results from the following reaction.

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s).If a compound does not undergo aldol self-condensation,explain why it does not. -Draw and explain:

Instructions: Draw the structures of the precursors to the Michael reaction products shown in the question(s)below.Label the Michael donor and the Michael acceptor in each case and formulate the reaction. -Draw and label:

Rank the following hydrogens in terms of decreasing acidity (most acidic > least acidic):

Instructions: Draw the structure of the aldol self-condensation product of each compound for the following question(s).If a compound does not undergo aldol self-condensation,explain why it does not. -Draw and explain:

Instructions: Consider the reaction sequence below to answer the following question(s). -Refer to instructions.Conversion of B into C involves hydrolysis of the ester followed by decarboxylation.On the structures provided below,show the electron flow for the decarboxylation step.

Draw the structure of the diastereomer that is formed preferentially in the following reaction:

Instructions: Consider the reaction below to answer the following question(s). Refer to instructions.This reaction is an example of:

Which of the following is common to both tautomers and resonance forms of a compound?

Instructions: Each of the following compounds in the following question(s)can be prepared by a mixed aldol condensation reaction. a)Give the structures of the aldehyde and/or ketone precursors for each aldol condensation product and formulate the reaction. b)Give the structure of the intermediate aldol product. -Refer to instructions.Use the following compound:

Instructions: Consider the reaction below to answer the following question(s). -Refer to instructions.This reaction is an example of:

Which of the following are intermediates in the acid catalyzed aldol reaction of propanal to form 2-methyl-pent-2-enal?