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1. Draw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. CH;CHCH,CH CH3 а. b. CH3 C. CH3 0 H3C-C-C-H d. CH3

1. Draw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. CH;CHCH,CH CH3 а. b. CH3 C. CH3 0 H3C-C-C-H d. CH3

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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1. Draw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. CH;CHCH,CH CH3 а. b. CH3 CH3 0 H;C-Č-C–H d. CH3 2. Consider the reaction below to answer the following question(s): ini # H. + H20 NaOEt H. ELOH a. Write the complete stepwise mechanism for the reaction above. Show all intermediate structures and all electron flow with arrows. b. Refer to Exhibit 23-2. This reaction is an example of: а. an intramolecular Claisen condensation b. an intramolecular aldol condensation C. a Robinson annulation d. a Michael reaction
Transcribed Image Text:1. Draw the structure of the aldol self-condensation product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. CH;CHCH,CH CH3 а. b. CH3 CH3 0 H;C-Č-C–H d. CH3 2. Consider the reaction below to answer the following question(s): ini # H. + H20 NaOEt H. ELOH a. Write the complete stepwise mechanism for the reaction above. Show all intermediate structures and all electron flow with arrows. b. Refer to Exhibit 23-2. This reaction is an example of: а. an intramolecular Claisen condensation b. an intramolecular aldol condensation C. a Robinson annulation d. a Michael reaction
c. The product of this reaction is: a 6, y-unsaturated aldehyde an a, 8-unsaturated ketone an a, 6-unsaturated aldehyde an enol а. b. с. d. 3. a,B-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the B carbon, as shown below. + :Nu-H Nu a. Draw a resonance form for the unsaturated carbonyl that accounts for this reactivity. b. This reaction is called reaction. a 1,2-conjugate addition. an electrophilic addition. a direct addition а. b. C. d. a 1,2-addition. 4. Consider the structures below to answer the following question(s). CH,C-H OH H;C CH -CH3 II III a. Underline the most acidic hydrogens in each of the molecules. b. Rank the molecules above in order of increasing acidity (least acidic to most acidic). II, II, I а. b. II, III, I c. I, II, II d. II, I, II
Transcribed Image Text:c. The product of this reaction is: a 6, y-unsaturated aldehyde an a, 8-unsaturated ketone an a, 6-unsaturated aldehyde an enol а. b. с. d. 3. a,B-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the B carbon, as shown below. + :Nu-H Nu a. Draw a resonance form for the unsaturated carbonyl that accounts for this reactivity. b. This reaction is called reaction. a 1,2-conjugate addition. an electrophilic addition. a direct addition а. b. C. d. a 1,2-addition. 4. Consider the structures below to answer the following question(s). CH,C-H OH H;C CH -CH3 II III a. Underline the most acidic hydrogens in each of the molecules. b. Rank the molecules above in order of increasing acidity (least acidic to most acidic). II, II, I а. b. II, III, I c. I, II, II d. II, I, II
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