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The most acidic proton on the molecule below has pK 10.0. Which of the following bases are capable of deprotonating the proton? Check all that apply. Note: Reference the pK of selected organic compounds table for additional information. Acid CH3CH₂OH 16 H₂CO3 H₂O H₂ pk, value 2 C4H10 6.4 14 35 50 OH

The most acidic proton on the molecule below has pK 10.0. Which of the following bases are capable of deprotonating the proton? Check all that apply. Note: Reference the pK of selected organic compounds table for additional information. Acid CH3CH₂OH 16 H₂CO3 H₂O H₂ pk, value 2 C4H10 6.4 14 35 50 OH

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
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**Understanding Deprotonation Based on pKₐ Values** The most acidic proton on the molecule shown has a pKₐ of 10.0. Determine which of the following bases can deprotonate this proton. Check all that apply. **Note:** Reference the pKₐ of selected organic compounds table for additional information. ### Table of pKₐ Values | Acid | pKₐ Value | |------------|-----------| | CH₃CH₂OH | 16 | | H₂CO₃ | 6.4 | | H₂O | 14 | | H₂ | 35 | | C₄H₁₀ | 50 | ### Molecular Structure - The structure depicted is phenol (C₆H₅OH), shown as a benzene ring with an -OH group attached. ### Analysis To determine which bases can deprotonate the most acidic proton on phenol: - Bases capable of deprotonating a proton will have conjugate acids with pKₐ values higher than the given proton's pKₐ of 10.0. - Based on the table, bases such as water (H₂O with pKₐ 14) and ethanol (CH₃CH₂OH with pKₐ 16) can deprotonate phenol since their conjugate acids have higher pKₐ values than 10.0.
Transcribed Image Text:**Understanding Deprotonation Based on pKₐ Values** The most acidic proton on the molecule shown has a pKₐ of 10.0. Determine which of the following bases can deprotonate this proton. Check all that apply. **Note:** Reference the pKₐ of selected organic compounds table for additional information. ### Table of pKₐ Values | Acid | pKₐ Value | |------------|-----------| | CH₃CH₂OH | 16 | | H₂CO₃ | 6.4 | | H₂O | 14 | | H₂ | 35 | | C₄H₁₀ | 50 | ### Molecular Structure - The structure depicted is phenol (C₆H₅OH), shown as a benzene ring with an -OH group attached. ### Analysis To determine which bases can deprotonate the most acidic proton on phenol: - Bases capable of deprotonating a proton will have conjugate acids with pKₐ values higher than the given proton's pKₐ of 10.0. - Based on the table, bases such as water (H₂O with pKₐ 14) and ethanol (CH₃CH₂OH with pKₐ 16) can deprotonate phenol since their conjugate acids have higher pKₐ values than 10.0.
The image contains a list of chemical compounds with checkboxes beside each one. The listed compounds are: 1. NaHCO₃ 2. NaOH 3. NaH 4. NaOCH₂CH₃ 5. BuLi (C₄H₉Li) There is also an option labeled "None of the above." Beside the list, there are two buttons: - One with an "X" symbol. - One with a circular arrow symbol, likely indicating a "reset" or "clear" function. This image could be part of a quiz or interactive exercise on an educational website, allowing users to select the correct answers by checking the appropriate boxes.
Transcribed Image Text:The image contains a list of chemical compounds with checkboxes beside each one. The listed compounds are: 1. NaHCO₃ 2. NaOH 3. NaH 4. NaOCH₂CH₃ 5. BuLi (C₄H₉Li) There is also an option labeled "None of the above." Beside the list, there are two buttons: - One with an "X" symbol. - One with a circular arrow symbol, likely indicating a "reset" or "clear" function. This image could be part of a quiz or interactive exercise on an educational website, allowing users to select the correct answers by checking the appropriate boxes.
Expert Solution
Step 1: Deprotonation reaction

Answer:

Given compound is phenol and can be represented as C6H5OH as well. Since, it's pKa value is 10, therefore it will undergo deprotonation reaction with the bases whose conjugate acid is weaker than phenol because acid-base equilibrium always have the tendency to dominate the side that contains weaker acid and base.


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