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4. Label the three oxygens in compounds A, B, and C in order of Lewis basicity, with 1 being the most basic and 3 being the least. Explain your choice for the most basic one. A B O i je de H H H H F3C

4. Label the three oxygens in compounds A, B, and C in order of Lewis basicity, with 1 being the most basic and 3 being the least. Explain your choice for the most basic one. A B O i je de H H H H F3C

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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**Question 4:** Label the three oxygens in compounds A, B, and C in order of Lewis basicity, with 1 being the most basic and 3 being the least. Explain your choice for the most basic one. **Answer:** The question presents three chemical structures labeled A, B, and C, each containing oxygen atoms. You are required to rank these oxygens in terms of their basicity and provide justification for the ranking. **Structures Provided:** 1. **Compound A:** - Contains a benzene ring with one nitrogen atom as part of a functional group (amine) connected to the benzene ring and an aldehyde group. - The oxygen is part of a carbonyl group (benzaldehyde). 2. **Compound B:** - Contains a benzene ring with an aldehyde group directly attached to it. - The oxygen is part of the carbonyl group (acetaldehyde). 3. **Compound C:** - Contains a benzene ring with an aldehyde group and a trifluoromethyl (CF3) group attached to it. - The oxygen is part of the carbonyl group (trifluoromethyl benzaldehyde). **Explanation of Basicity Order:** 1. **Most Basic (1)**: - **Compound A**: The nitrogen atom in compound A can donate electron density through resonance, which increases the electron density on the oxygen of the carbonyl group, making it more basic. 2. **Less Basic (2)**: - **Compound B**: The oxygen in compound B is part of a simple aldehyde group attached directly to a benzene ring. The absence of electron-withdrawing or donating groups means that the oxygen's electron density is not significantly affected, making it moderately basic. 3. **Least Basic (3)**: - **Compound C**: The trifluoromethyl (CF3) group is a strong electron-withdrawing group, which reduces the electron density on the oxygen of the carbonyl group, making it the least basic among the three.
Transcribed Image Text:**Question 4:** Label the three oxygens in compounds A, B, and C in order of Lewis basicity, with 1 being the most basic and 3 being the least. Explain your choice for the most basic one. **Answer:** The question presents three chemical structures labeled A, B, and C, each containing oxygen atoms. You are required to rank these oxygens in terms of their basicity and provide justification for the ranking. **Structures Provided:** 1. **Compound A:** - Contains a benzene ring with one nitrogen atom as part of a functional group (amine) connected to the benzene ring and an aldehyde group. - The oxygen is part of a carbonyl group (benzaldehyde). 2. **Compound B:** - Contains a benzene ring with an aldehyde group directly attached to it. - The oxygen is part of the carbonyl group (acetaldehyde). 3. **Compound C:** - Contains a benzene ring with an aldehyde group and a trifluoromethyl (CF3) group attached to it. - The oxygen is part of the carbonyl group (trifluoromethyl benzaldehyde). **Explanation of Basicity Order:** 1. **Most Basic (1)**: - **Compound A**: The nitrogen atom in compound A can donate electron density through resonance, which increases the electron density on the oxygen of the carbonyl group, making it more basic. 2. **Less Basic (2)**: - **Compound B**: The oxygen in compound B is part of a simple aldehyde group attached directly to a benzene ring. The absence of electron-withdrawing or donating groups means that the oxygen's electron density is not significantly affected, making it moderately basic. 3. **Least Basic (3)**: - **Compound C**: The trifluoromethyl (CF3) group is a strong electron-withdrawing group, which reduces the electron density on the oxygen of the carbonyl group, making it the least basic among the three.
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