An unknown organic compound is isolated. The compound produces a molecular ion at m/z = 101. There is no significant M+2 peak. The IR spectrum shows peaks ~2950 cm1. It does not have any peaks above 3000, nor around 1600-1800 or 1050 cm '. The 'H-NMR and 13C-NMR spectra are shown below. What is the name of this compound (IUPAC and common name are both acceptable)? 2H PPM 40 30 PPM 20 10

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
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**Unknown Organic Compound Analysis**

An unknown organic compound is isolated, and various spectroscopic techniques are used to analyze its structure. The compound produces a molecular ion at m/z = 101, indicating its molecular weight. There is no significant M+2 peak. The IR spectrum shows prominent peaks around 2950 cm⁻¹. Notably, there are no peaks above 3000 cm⁻¹, nor around 1600-1800 cm⁻¹ or 1050 cm⁻¹. 

### **1H-NMR Spectrum Analysis:**

The ¹H-NMR spectrum exhibits the following characteristics:
- Two distinct peaks in the region of 0 to 3 ppm:
  - A singlet at around 2 ppm integrating to 2 protons (2H).
  - Another singlet at around 1 ppm integrating to 3 protons (3H).

### **13C-NMR Spectrum Analysis:**

The ¹³C-NMR spectrum exhibits the following characteristics:
- Three distinct peaks:
  - One peak at around 15 ppm.
  - Another peak at around 25 ppm.
  - A third peak at around 45 ppm.

### **Interpretation and Compound Identification:**

The spectral data suggests a simple organic compound, possibly an alkane or aliphatic compound, with no evidence of functional groups like alcohols, carbonyls, or carboxylic acids (due to the absence of peaks in the 1600-1800 cm⁻¹ and >3000 cm⁻¹ regions in the IR spectrum). 

### **Question for Students:**
Based on the provided spectral data:
- **Molecular ion at m/z = 101**
- **¹H-NMR with a singlet at 2 ppm (2H) and at 1 ppm (3H)**
- **¹³C-NMR peaks at around 15 ppm, 25 ppm, and 45 ppm**

**What is the name of this compound? (IUPAC and common name are both acceptable)**

This analytical approach allows students to delve into the interpretation of spectral data to deduce the structure of an unknown organic compound.
Transcribed Image Text:**Unknown Organic Compound Analysis** An unknown organic compound is isolated, and various spectroscopic techniques are used to analyze its structure. The compound produces a molecular ion at m/z = 101, indicating its molecular weight. There is no significant M+2 peak. The IR spectrum shows prominent peaks around 2950 cm⁻¹. Notably, there are no peaks above 3000 cm⁻¹, nor around 1600-1800 cm⁻¹ or 1050 cm⁻¹. ### **1H-NMR Spectrum Analysis:** The ¹H-NMR spectrum exhibits the following characteristics: - Two distinct peaks in the region of 0 to 3 ppm: - A singlet at around 2 ppm integrating to 2 protons (2H). - Another singlet at around 1 ppm integrating to 3 protons (3H). ### **13C-NMR Spectrum Analysis:** The ¹³C-NMR spectrum exhibits the following characteristics: - Three distinct peaks: - One peak at around 15 ppm. - Another peak at around 25 ppm. - A third peak at around 45 ppm. ### **Interpretation and Compound Identification:** The spectral data suggests a simple organic compound, possibly an alkane or aliphatic compound, with no evidence of functional groups like alcohols, carbonyls, or carboxylic acids (due to the absence of peaks in the 1600-1800 cm⁻¹ and >3000 cm⁻¹ regions in the IR spectrum). ### **Question for Students:** Based on the provided spectral data: - **Molecular ion at m/z = 101** - **¹H-NMR with a singlet at 2 ppm (2H) and at 1 ppm (3H)** - **¹³C-NMR peaks at around 15 ppm, 25 ppm, and 45 ppm** **What is the name of this compound? (IUPAC and common name are both acceptable)** This analytical approach allows students to delve into the interpretation of spectral data to deduce the structure of an unknown organic compound.
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ISBN:
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John E. McMurry
Publisher:
Cengage Learning