More Carbohydrates Mechanisms 1. Sorbitol is a sugar alcohol that is used as a sweetener in many low-calorie foods. It can be prepared from glucose. Provide a complete curved-arrow mechanism for the following reaction. You may ignote stereochemistry for the purpose of this mechanism. CH2OH OH OH HO. NABH4 HO OH NaOH , H20 HO HO OH OH glucose sorbitol 4 MacBook Air

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Can you help show the curved arrow mechanism and explain the steps?
### More Carbohydrates Mechanisms

**1. Sorbitol is a sugar alcohol that is used as a sweetener in many low-calorie foods. It can be prepared from glucose.**

Provide a complete curved-arrow mechanism for the following reaction. You may ignore stereochemistry for the purpose of this mechanism.

#### Reaction Diagram:

**Reactant:** 
- **Glucose:** Depicted as a cyclic structure with the following features:
  - Five carbon atoms and one oxygen atom form a ring.
  - The ring has hydroxyl groups (-OH) on carbons 1, 2, 3, 4, and 6.
  - The first carbon has an aldehyde group in its linear structure (-CH=O), but in the cyclic form, it appears as an oxygen attached to the first carbon of the ring.
  - Carbon 5 is bonded to a -CH2OH group.

**Reagents:**
- **NaBH₄ (Sodium borohydride):** A reducing agent.
- **NaOH, H₂O:** Indicates that the reaction takes place in an aqueous basic medium.

**Product:**
- **Sorbitol:** Depicted as a six-carbon chain with the following features:
  - A linear structure with hydroxyl groups (-OH) attached to every carbon atom.

**Explanation of the Reaction Mechanism:**
The reduction of glucose to sorbitol involves the addition of hydrogen to the aldehyde group of glucose. Sodium borohydride (NaBH₄) serves as the source of hydride ions (H-) which reduces the aldehyde group at the first carbon to a primary alcohol group (-CH₂OH), resulting in the formation of sorbitol.

The reaction proceeds typically as:

1. **Hydride Transfer:** The aldehyde group of glucose reacts with hydride ions (H-) provided by the NaBH₄, converting the aldehyde into a hydroxyl group.
2. **Formation of Sorbitol:** The product of this reaction is sorbitol, where the ring structure of glucose opens up to form a straight chain with -OH groups on each carbon.

### Visual Aid:

- **Graphical Representation of Glucose:** Depiction of the glucose ring structure with labeled functional groups.
- **Arrow Indication:** A reaction arrow showing conversion of glucose to sorbitol.
- **Graphical Representation of Sorbitol:** Depiction of the linear structure of sorbitol with
Transcribed Image Text:### More Carbohydrates Mechanisms **1. Sorbitol is a sugar alcohol that is used as a sweetener in many low-calorie foods. It can be prepared from glucose.** Provide a complete curved-arrow mechanism for the following reaction. You may ignore stereochemistry for the purpose of this mechanism. #### Reaction Diagram: **Reactant:** - **Glucose:** Depicted as a cyclic structure with the following features: - Five carbon atoms and one oxygen atom form a ring. - The ring has hydroxyl groups (-OH) on carbons 1, 2, 3, 4, and 6. - The first carbon has an aldehyde group in its linear structure (-CH=O), but in the cyclic form, it appears as an oxygen attached to the first carbon of the ring. - Carbon 5 is bonded to a -CH2OH group. **Reagents:** - **NaBH₄ (Sodium borohydride):** A reducing agent. - **NaOH, H₂O:** Indicates that the reaction takes place in an aqueous basic medium. **Product:** - **Sorbitol:** Depicted as a six-carbon chain with the following features: - A linear structure with hydroxyl groups (-OH) attached to every carbon atom. **Explanation of the Reaction Mechanism:** The reduction of glucose to sorbitol involves the addition of hydrogen to the aldehyde group of glucose. Sodium borohydride (NaBH₄) serves as the source of hydride ions (H-) which reduces the aldehyde group at the first carbon to a primary alcohol group (-CH₂OH), resulting in the formation of sorbitol. The reaction proceeds typically as: 1. **Hydride Transfer:** The aldehyde group of glucose reacts with hydride ions (H-) provided by the NaBH₄, converting the aldehyde into a hydroxyl group. 2. **Formation of Sorbitol:** The product of this reaction is sorbitol, where the ring structure of glucose opens up to form a straight chain with -OH groups on each carbon. ### Visual Aid: - **Graphical Representation of Glucose:** Depiction of the glucose ring structure with labeled functional groups. - **Arrow Indication:** A reaction arrow showing conversion of glucose to sorbitol. - **Graphical Representation of Sorbitol:** Depiction of the linear structure of sorbitol with
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