QUESTION 9 Which of the following C5Hg compounds best fits the proton NMR spectrum shown below? (The numbers above the peaks are integration values.) CsHs OD OC A) CH₂CH₂CH₂-CEC-H A 4.5 B 1 3.5 2.5 1.99 D) 1.00 1.98 1.5 B) CH₂CH₂-CEC-H CH₁ 3.00 0.5

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**Question 9:**

Which of the following C₅H₈ compounds best fits the proton NMR spectrum shown below?  
(The numbers above the peaks are integration values.)

Molecular Formula: C₅H₈

**NMR Spectrum:**

- Peaks are located approximately at shifts:
  - 1.00 ppm with an integration value of 3.00
  - 1.99 ppm with an integration value of 1.98
  - 3.98 ppm with an integration value of 1.00

**Options:**

A) \( \text{CH}_3\text{CH}_2\text{CH}_2-\text{C}\equiv\text{C}-\text{H} \)

B) \( \text{CH}_3\text{CH}_2-\text{C}\equiv\text{C}-\text{H} \)

C)   
![Pentene](https://via.placeholder.com/20) (Pentagon with one double bond)

D)   
![Methylcyclopropene](https://via.placeholder.com/20) (Square with a CH₃ group attached)

**Answer Choices:**

- O D
- O C
- O A
- O B

**Explanation:**

The NMR spectrum provides integration values that correspond to the relative number of protons contributing to each peak. Analyzing the chemical shifts and the integration values can help identify the correct molecular structure.
Transcribed Image Text:**Question 9:** Which of the following C₅H₈ compounds best fits the proton NMR spectrum shown below? (The numbers above the peaks are integration values.) Molecular Formula: C₅H₈ **NMR Spectrum:** - Peaks are located approximately at shifts: - 1.00 ppm with an integration value of 3.00 - 1.99 ppm with an integration value of 1.98 - 3.98 ppm with an integration value of 1.00 **Options:** A) \( \text{CH}_3\text{CH}_2\text{CH}_2-\text{C}\equiv\text{C}-\text{H} \) B) \( \text{CH}_3\text{CH}_2-\text{C}\equiv\text{C}-\text{H} \) C) ![Pentene](https://via.placeholder.com/20) (Pentagon with one double bond) D) ![Methylcyclopropene](https://via.placeholder.com/20) (Square with a CH₃ group attached) **Answer Choices:** - O D - O C - O A - O B **Explanation:** The NMR spectrum provides integration values that correspond to the relative number of protons contributing to each peak. Analyzing the chemical shifts and the integration values can help identify the correct molecular structure.
**Question 10**

Which of the following compounds fits the proton NMR shown below?

[Insert Graph/Diagram Description]

The NMR spectrum displays three main peaks at the following chemical shifts:

- A peak at around 4.0 ppm, integrating for 2 hydrogens (2H).
- A peak at about 2.0 ppm, integrating for 2 hydrogens (2H).
- A peak near 1.0 ppm, integrating for 3 hydrogens (3H).

**Compound Options:**

A) \( \text{CH}_3\text{CH}_2\text{CH}_2\text{COCH}_3 \)  
B) \( \text{CH}_3\text{CH}_2\text{COCH}_2\text{CH}_3 \)  
C) \( \text{CH}_3\text{COCH}_2\text{CH}_2\text{CH}_3 \)  
D) \( \text{CH}_3\text{CCH}_2\text{OCH}_3 \)  

**Answer Choices:**

- D
- B
- C
- A

The task is to determine which compound corresponds to the given NMR spectrum based on the chemical shifts and integration values provided.
Transcribed Image Text:**Question 10** Which of the following compounds fits the proton NMR shown below? [Insert Graph/Diagram Description] The NMR spectrum displays three main peaks at the following chemical shifts: - A peak at around 4.0 ppm, integrating for 2 hydrogens (2H). - A peak at about 2.0 ppm, integrating for 2 hydrogens (2H). - A peak near 1.0 ppm, integrating for 3 hydrogens (3H). **Compound Options:** A) \( \text{CH}_3\text{CH}_2\text{CH}_2\text{COCH}_3 \) B) \( \text{CH}_3\text{CH}_2\text{COCH}_2\text{CH}_3 \) C) \( \text{CH}_3\text{COCH}_2\text{CH}_2\text{CH}_3 \) D) \( \text{CH}_3\text{CCH}_2\text{OCH}_3 \) **Answer Choices:** - D - B - C - A The task is to determine which compound corresponds to the given NMR spectrum based on the chemical shifts and integration values provided.
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