Which structure best matches the 'H-NMR spectrum below?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
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**Determining the Matching Structure Based on ^1H-NMR Spectrum**

**Question:**
Which structure best matches the ^1H-NMR spectrum below?

**Explanation of the ^1H-NMR Spectrum:**
- The ^1H-NMR spectrum presented shows various peaks corresponding to the hydrogen atoms in the molecule under examination.
- **Peak Identification:**
  - A multiplet (several overlapping peaks) near 7.5 - 8.0 PPM indicates the presence of aromatic hydrogen atoms.
  - A singlet at approximately 5.5 PPM suggests the presence of a hydrogen atom in a less shielded environment.

**Structures Available for Matching:**
1. **Structure a:**
   - Benzene ring with two hydroxyl (OH) groups attached.
   
2. **Structure b:**
   - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached.
   
3. **Structure c:**
   - Benzene ring with two hydroxyl (OH) groups attached in meta positions.
   
4. **Structure d:**
   - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached in ortho positions.
   
5. **Structure e:**
   - Benzene ring with two hydroxyl (OH) groups in ortho positions.
   
6. **Structure f:**
   - Similar to structure d, it has a benzen ring with a nitro (NO₂) group and an amino (NH₂) group but not at the same positions.

**Analysis:**
- The aromatic region (7.0 - 8.0 PPM) signifies the hydrogens in an aromatic ring.
- The 5.5 PPM singlet may suggest a hydroxyl group on an aromatic ring.
  
**Conclusion:**
The best matching structure should show a similar pattern in its hydrogen environment as displayed in the NMR spectrum. Given the singlet at 5.5 PPM and multiplets in the aromatic region, the structure that is likely a match will have hydrogens in similar environments. 

For educational purposes, matching ^1H-NMR spectra to structures is an excellent exercise in understanding hydrogen environments in various organic molecules.
Transcribed Image Text:**Determining the Matching Structure Based on ^1H-NMR Spectrum** **Question:** Which structure best matches the ^1H-NMR spectrum below? **Explanation of the ^1H-NMR Spectrum:** - The ^1H-NMR spectrum presented shows various peaks corresponding to the hydrogen atoms in the molecule under examination. - **Peak Identification:** - A multiplet (several overlapping peaks) near 7.5 - 8.0 PPM indicates the presence of aromatic hydrogen atoms. - A singlet at approximately 5.5 PPM suggests the presence of a hydrogen atom in a less shielded environment. **Structures Available for Matching:** 1. **Structure a:** - Benzene ring with two hydroxyl (OH) groups attached. 2. **Structure b:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached. 3. **Structure c:** - Benzene ring with two hydroxyl (OH) groups attached in meta positions. 4. **Structure d:** - Benzene ring with a nitro (NO₂) group and an amino (NH₂) group attached in ortho positions. 5. **Structure e:** - Benzene ring with two hydroxyl (OH) groups in ortho positions. 6. **Structure f:** - Similar to structure d, it has a benzen ring with a nitro (NO₂) group and an amino (NH₂) group but not at the same positions. **Analysis:** - The aromatic region (7.0 - 8.0 PPM) signifies the hydrogens in an aromatic ring. - The 5.5 PPM singlet may suggest a hydroxyl group on an aromatic ring. **Conclusion:** The best matching structure should show a similar pattern in its hydrogen environment as displayed in the NMR spectrum. Given the singlet at 5.5 PPM and multiplets in the aromatic region, the structure that is likely a match will have hydrogens in similar environments. For educational purposes, matching ^1H-NMR spectra to structures is an excellent exercise in understanding hydrogen environments in various organic molecules.
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