Provide pka (in scale of 5) of the o-Hydrogen on both compounds. pKa b) a) CH2 А pKa CH2

Chemistry
10th Edition
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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### Identifying pKa Values of α-Hydrogen in Compounds

#### Introduction
Determining the pKa values of α-hydrogens in various compounds is important in understanding their acidity. Here, we will analyze the pKa values on a scale of 5 of the α-hydrogen in two compounds labeled as A and B, and then explain their differences.

#### Structures and pKa Values
**Compound A:**

![Structure A](......)

Figure A shows a cyclic ketone with the molecular formula C₅H₈O. The α-hydrogen is located on the carbon adjacent to the carbonyl group.

**Compound B:**

![Structure B](......)

Figure B shows a cyclic dione with the molecular formula C₆H₈O₂. The α-hydrogen is located on the carbon adjacent to two carbonyl groups.

Both compounds have their structures represented with equilibrium arrows indicating the deprotonation process:

```
       O
      / \
    CH2  \
     |    /
(double arrow showing equilibrium process)
(first compound's equivalent resonance structure(s) - empty box)
```
    
```
      O      O
     / \   // \
    CH2   \
     |     /
(double arrow showing first equilibrium process)
(first resonance structure - empty box)
(double arrow showing second equilibrium process)
(second resonance structure - empty box)
```

#### pKa Values
**a)** For Compound A:
```
pKa: (empty box for student input)
```

**b)** For Compound B:
```
pKa: (empty box for student input)
```

#### Discussion

**c)** Explain their difference in pKa:

(Empty line for detailed answer)

The difference in pKa can be attributed to the nature and number of electron-withdrawing groups adjacent to the α-hydrogen. For Compound A, the presence of one carbonyl group impacts the acidity, while for Compound B, the presence of two carbonyl groups significantly increases the withdrawal effect, resulting in a different pKa value.

---

#### Conclusion
This exercise demonstrates the importance of structural features on the acidity of compounds and helps in understanding fundamental concepts of organic chemistry, specifically regarding the electron-withdrawing effects of carbonyl groups on adjacent hydrogens.
Transcribed Image Text:### Identifying pKa Values of α-Hydrogen in Compounds #### Introduction Determining the pKa values of α-hydrogens in various compounds is important in understanding their acidity. Here, we will analyze the pKa values on a scale of 5 of the α-hydrogen in two compounds labeled as A and B, and then explain their differences. #### Structures and pKa Values **Compound A:** ![Structure A](......) Figure A shows a cyclic ketone with the molecular formula C₅H₈O. The α-hydrogen is located on the carbon adjacent to the carbonyl group. **Compound B:** ![Structure B](......) Figure B shows a cyclic dione with the molecular formula C₆H₈O₂. The α-hydrogen is located on the carbon adjacent to two carbonyl groups. Both compounds have their structures represented with equilibrium arrows indicating the deprotonation process: ``` O / \ CH2 \ | / (double arrow showing equilibrium process) (first compound's equivalent resonance structure(s) - empty box) ``` ``` O O / \ // \ CH2 \ | / (double arrow showing first equilibrium process) (first resonance structure - empty box) (double arrow showing second equilibrium process) (second resonance structure - empty box) ``` #### pKa Values **a)** For Compound A: ``` pKa: (empty box for student input) ``` **b)** For Compound B: ``` pKa: (empty box for student input) ``` #### Discussion **c)** Explain their difference in pKa: (Empty line for detailed answer) The difference in pKa can be attributed to the nature and number of electron-withdrawing groups adjacent to the α-hydrogen. For Compound A, the presence of one carbonyl group impacts the acidity, while for Compound B, the presence of two carbonyl groups significantly increases the withdrawal effect, resulting in a different pKa value. --- #### Conclusion This exercise demonstrates the importance of structural features on the acidity of compounds and helps in understanding fundamental concepts of organic chemistry, specifically regarding the electron-withdrawing effects of carbonyl groups on adjacent hydrogens.
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