Match each compound with its correct spectrum. Integrations are shown above each signal. (2) NMR 1 (3) (5) (2) 8 7 4 3 1 PPM (3) NMR 2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 19CTQ
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NMR 1 is what structure? A or B?

NMR 2 is what strucure? A or B?

## NMR Spectroscopy Analysis

**Objective:**
Match each compound with its correct NMR spectrum. Integrations are indicated above each signal.

### Spectral Data

#### NMR Spectrum 1
- **Signal Integrations:**
  - At approximately 7.2 ppm: (5)
  - At approximately 4.1 ppm: (2)
  - At approximately 2.4 ppm: (2)
  - At approximately 1.2 ppm: (3)

#### NMR Spectrum 2
- **Signal Integrations:**
  - At approximately 7.2 ppm: (5) - multiplet
  - At approximately 3.5 ppm: (2)
  - At approximately 1.3 ppm: (3)

### Compounds

- **Compound A:**
  - Structure: Phenylacetone

- **Compound B:**
  - Structure: Phenylpropanone

### Analysis

- **Spectrum 1:**
  - The integration of 5 protons on the aromatic region (around 7.2 ppm) and distinct peaks for 2 protons and 3 protons in aliphatic regions suggest a structure that includes both an aromatic ring and aliphatic protons.

- **Spectrum 2:**
  - Similar aromatic integration with a multiplet, and specific shifts for aliphatic protons aligning with a structure bearing phenyl and ketone functionalities typically found in phenylpropanone-like structures.

### Conclusion:
- **Match Spectrum 1 with Compound B.**
- **Match Spectrum 2 with Compound A.**

This exercise allows students to connect NMR spectral data with molecular structure, an essential skill in organic chemistry.
Transcribed Image Text:## NMR Spectroscopy Analysis **Objective:** Match each compound with its correct NMR spectrum. Integrations are indicated above each signal. ### Spectral Data #### NMR Spectrum 1 - **Signal Integrations:** - At approximately 7.2 ppm: (5) - At approximately 4.1 ppm: (2) - At approximately 2.4 ppm: (2) - At approximately 1.2 ppm: (3) #### NMR Spectrum 2 - **Signal Integrations:** - At approximately 7.2 ppm: (5) - multiplet - At approximately 3.5 ppm: (2) - At approximately 1.3 ppm: (3) ### Compounds - **Compound A:** - Structure: Phenylacetone - **Compound B:** - Structure: Phenylpropanone ### Analysis - **Spectrum 1:** - The integration of 5 protons on the aromatic region (around 7.2 ppm) and distinct peaks for 2 protons and 3 protons in aliphatic regions suggest a structure that includes both an aromatic ring and aliphatic protons. - **Spectrum 2:** - Similar aromatic integration with a multiplet, and specific shifts for aliphatic protons aligning with a structure bearing phenyl and ketone functionalities typically found in phenylpropanone-like structures. ### Conclusion: - **Match Spectrum 1 with Compound B.** - **Match Spectrum 2 with Compound A.** This exercise allows students to connect NMR spectral data with molecular structure, an essential skill in organic chemistry.
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