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Figure 1. A pKa = 20 H B pKa = 17 NaOH, H2O (pKa = 15) heat C H H D The aldol condensation reaction in Figure 1 is an amazing example of how unfavorable equilibrium processes can be manipulated to generate product in good yields. In this case, the major product is the self-condensation product, D. The next most abundant product is the crossed aldol product, C. There are 2 other less favorable products that could form but are not shown in Figure 1. Question 1. (4 pts) Draw a plausible electron pushing mechanism to show how product C is formed. Remember, if an arrow starts from an electron pair, you must explicitly draw those electrons in.

Figure 1. A pKa = 20 H B pKa = 17 NaOH, H2O (pKa = 15) heat C H H D The aldol condensation reaction in Figure 1 is an amazing example of how unfavorable equilibrium processes can be manipulated to generate product in good yields. In this case, the major product is the self-condensation product, D. The next most abundant product is the crossed aldol product, C. There are 2 other less favorable products that could form but are not shown in Figure 1. Question 1. (4 pts) Draw a plausible electron pushing mechanism to show how product C is formed. Remember, if an arrow starts from an electron pair, you must explicitly draw those electrons in.

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 17CTQ
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Figure 1. A pKa = 20 H B pKa = 17 NaOH, H2O (pKa = 15) heat C H H D The aldol condensation reaction in Figure 1 is an amazing example of how unfavorable equilibrium processes can be manipulated to generate product in good yields. In this case, the major product is the self-condensation product, D. The next most abundant product is the crossed aldol product, C. There are 2 other less favorable products that could form but are not shown in Figure 1. Question 1. (4 pts) Draw a plausible electron pushing mechanism to show how product C is formed. Remember, if an arrow starts from an electron pair, you must explicitly draw those electrons in.
Transcribed Image Text:Figure 1. A pKa = 20 H B pKa = 17 NaOH, H2O (pKa = 15) heat C H H D The aldol condensation reaction in Figure 1 is an amazing example of how unfavorable equilibrium processes can be manipulated to generate product in good yields. In this case, the major product is the self-condensation product, D. The next most abundant product is the crossed aldol product, C. There are 2 other less favorable products that could form but are not shown in Figure 1. Question 1. (4 pts) Draw a plausible electron pushing mechanism to show how product C is formed. Remember, if an arrow starts from an electron pair, you must explicitly draw those electrons in.
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