he starting material, intermediates, and product of the reduction of benzil using sodium prohydride are shown below. OH A A' ÕH A' Он A" ÕH Benzil (R)-Benzoin (S)-Benzoin (R,S)-Hydrob a sample of the reaction were analysed by NMR at 10 minutes, it could look like the spectr elow.

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## Benzil Reduction Using Sodium Borohydride

### Starting Material, Intermediates, and Product:
- **Benzil**: The starting material with two carbonyl groups.
- **(R)-Benzoin** and **(S)-Benzoin**: Chiral intermediates with one hydroxyl group.
- **(R,S)-Hydrobenzoin**: The product with two hydroxyl groups.

### Reaction Analysis by NMR:
After 10 minutes, a sample of the reaction shows the following NMR spectrum:

#### NMR Spectrum Details:
- **Chemical Shifts (in PPM) and Corresponding Protons:**
  - **Around 7-8 PPM**: A broad peak indicating 20 hydrogens, typically corresponding to aromatic protons from benzene rings.
  - **Around 5 PPM**: A smaller peak corresponding to 1 hydrogen, likely indicating a hydroxyl proton.
  - **Around 4 PPM**: A peak corresponding to 2 hydrogens, possibly protons on a carbon adjacent to a hydroxyl group.
  - **Around 3 PPM**: A peak corresponding to 3 hydrogens, potentially indicating protons on an alcohol group or other adjacent carbons.

### Analysis Questions:
- **Which two compounds are present?**
- **Which protons do the peaks correspond to?**

The peaks in the NMR spectrum suggest the presence of aromatic compounds and hydroxyl groups, typical of benzoin and hydrobenzoin intermediates/products.
Transcribed Image Text:## Benzil Reduction Using Sodium Borohydride ### Starting Material, Intermediates, and Product: - **Benzil**: The starting material with two carbonyl groups. - **(R)-Benzoin** and **(S)-Benzoin**: Chiral intermediates with one hydroxyl group. - **(R,S)-Hydrobenzoin**: The product with two hydroxyl groups. ### Reaction Analysis by NMR: After 10 minutes, a sample of the reaction shows the following NMR spectrum: #### NMR Spectrum Details: - **Chemical Shifts (in PPM) and Corresponding Protons:** - **Around 7-8 PPM**: A broad peak indicating 20 hydrogens, typically corresponding to aromatic protons from benzene rings. - **Around 5 PPM**: A smaller peak corresponding to 1 hydrogen, likely indicating a hydroxyl proton. - **Around 4 PPM**: A peak corresponding to 2 hydrogens, possibly protons on a carbon adjacent to a hydroxyl group. - **Around 3 PPM**: A peak corresponding to 3 hydrogens, potentially indicating protons on an alcohol group or other adjacent carbons. ### Analysis Questions: - **Which two compounds are present?** - **Which protons do the peaks correspond to?** The peaks in the NMR spectrum suggest the presence of aromatic compounds and hydroxyl groups, typical of benzoin and hydrobenzoin intermediates/products.
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