In each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product. The procedures are: Hydroboration/oxidation: alkene + BH3; then H,O2, "OH. Oxymercuration: alkene + Hg(OAc)2, H,O; then NaBH4 CH2CH3 CH2CH3 CH3 OH CH2CH3 H hydroboration/oxidation oxymercuration both methods Submit Answer Retry Entire Group 9 more group attempts ri neither method <>

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### Educational Text on Synthetic Procedures for Alkene to Alcohol Conversion

In each scenario below, select the appropriate synthetic procedure(s) that can be utilized to achieve the transformation, resulting in the alcohol as the major product.

**The procedures are:**

1. **Hydroboration/Oxidation:**
   - Reagents: Alkene + \( \text{BH}_3 \); then \( \text{H}_2\text{O}_2 \), \( \text{OH}^- \).
   - Description: This method converts alkenes to alcohols with anti-Markovnikov selectivity.

2. **Oxymercuration:**
   - Reagents: Alkene + \( \text{Hg(OAc)}_2 \), \( \text{H}_2\text{O} \); then \( \text{NaBH}_4 \).
   - Description: This transformation results in Markovnikov addition of water to the alkene, forming alcohols.

**Diagram Analysis:**

1. **First reaction:**
   - Starting Material: Cyclohexene with an attached ethyl group (\( \text{C}_2\text{H}_5 \)).
   - Product: Cyclohexane ring with a tertiary alcohol group on the former alkene carbon (anti-Markovnikov addition).

2. **Second reaction:**
   - Starting Material: Cyclohexene with a methyl group (\( \text{CH}_3 \)) on the adjacent carbon.
   - Product: Cyclohexane ring with a secondary alcohol group on the more substituted former alkene carbon (Markovnikov addition).

**Dropdown Options:**
- Hydroboration/oxidation
- Oxymercuration
- Both methods
- Neither method

**Interactive Element:**
- A dropdown menu allows the selection of the method or methods that would specifically yield the given alcohol transformation.

**User Actions:**
- Submit Answer: Finalize the selected procedure.
- Retry Entire Group: Option to attempt the selection again if mistakes occur.

This exercise helps users understand the selectivity and application of different alkene hydration mechanisms for synthesizing alcohols.
Transcribed Image Text:### Educational Text on Synthetic Procedures for Alkene to Alcohol Conversion In each scenario below, select the appropriate synthetic procedure(s) that can be utilized to achieve the transformation, resulting in the alcohol as the major product. **The procedures are:** 1. **Hydroboration/Oxidation:** - Reagents: Alkene + \( \text{BH}_3 \); then \( \text{H}_2\text{O}_2 \), \( \text{OH}^- \). - Description: This method converts alkenes to alcohols with anti-Markovnikov selectivity. 2. **Oxymercuration:** - Reagents: Alkene + \( \text{Hg(OAc)}_2 \), \( \text{H}_2\text{O} \); then \( \text{NaBH}_4 \). - Description: This transformation results in Markovnikov addition of water to the alkene, forming alcohols. **Diagram Analysis:** 1. **First reaction:** - Starting Material: Cyclohexene with an attached ethyl group (\( \text{C}_2\text{H}_5 \)). - Product: Cyclohexane ring with a tertiary alcohol group on the former alkene carbon (anti-Markovnikov addition). 2. **Second reaction:** - Starting Material: Cyclohexene with a methyl group (\( \text{CH}_3 \)) on the adjacent carbon. - Product: Cyclohexane ring with a secondary alcohol group on the more substituted former alkene carbon (Markovnikov addition). **Dropdown Options:** - Hydroboration/oxidation - Oxymercuration - Both methods - Neither method **Interactive Element:** - A dropdown menu allows the selection of the method or methods that would specifically yield the given alcohol transformation. **User Actions:** - Submit Answer: Finalize the selected procedure. - Retry Entire Group: Option to attempt the selection again if mistakes occur. This exercise helps users understand the selectivity and application of different alkene hydration mechanisms for synthesizing alcohols.
**Title: Synthetic Procedure Selection for Alcohol Transformation**

**Instructions:**  
In each case below, select the synthetic procedure(s) that could be used to carry out the transformation, giving the alcohol shown as the single major product.

**The procedures are:**

1. **Hydroboration/Oxidation**:
   - Alkene + BH₃; then H₂O₂, ⁻OH.

2. **Oxymercuration**:
   - Alkene + Hg(OAc)₂, H₂O; then NaBH₄.

**Transformation Example:**

1. **Diagram 1**:  
   - **Reactant**: A hexene with an ethyl group (CH₂CH₃) attached.  
   - **Product**: Cyclohexanol with the ethyl group. The hydroxyl (OH) group is added to a specific carbon demonstrating the regioselectivity of the reaction.

2. **Diagram 2**:  
   - **Reactant**: A methylcyclohexene with a methyl group (CH₃) on the ring.  
   - **Product**: Cyclohexanol with the methyl group. The positioned hydroxyl (OH) group highlights the regioselective nature of the reaction.

**Selection Tool:**

- Use the dropdown menu to select the applicable method for each transformation:  
  - **Hydroboration/oxidation**
  - **Oxymercuration**
  - **Both methods**
  - **Neither method**

**Buttons:**

- **Submit Answer**: Finalize your selection for evaluation.
- **Retry Entire Group**: Clear your selections to start over if needed.
- Note: *9 more group attempts remaining.*

---
This transcribed content is designed to assist students in understanding the selection of synthetic procedures for alkene transformations to alcohols, emphasizing regioselectivity and reaction mechanism.
Transcribed Image Text:**Title: Synthetic Procedure Selection for Alcohol Transformation** **Instructions:** In each case below, select the synthetic procedure(s) that could be used to carry out the transformation, giving the alcohol shown as the single major product. **The procedures are:** 1. **Hydroboration/Oxidation**: - Alkene + BH₃; then H₂O₂, ⁻OH. 2. **Oxymercuration**: - Alkene + Hg(OAc)₂, H₂O; then NaBH₄. **Transformation Example:** 1. **Diagram 1**: - **Reactant**: A hexene with an ethyl group (CH₂CH₃) attached. - **Product**: Cyclohexanol with the ethyl group. The hydroxyl (OH) group is added to a specific carbon demonstrating the regioselectivity of the reaction. 2. **Diagram 2**: - **Reactant**: A methylcyclohexene with a methyl group (CH₃) on the ring. - **Product**: Cyclohexanol with the methyl group. The positioned hydroxyl (OH) group highlights the regioselective nature of the reaction. **Selection Tool:** - Use the dropdown menu to select the applicable method for each transformation: - **Hydroboration/oxidation** - **Oxymercuration** - **Both methods** - **Neither method** **Buttons:** - **Submit Answer**: Finalize your selection for evaluation. - **Retry Entire Group**: Clear your selections to start over if needed. - Note: *9 more group attempts remaining.* --- This transcribed content is designed to assist students in understanding the selection of synthetic procedures for alkene transformations to alcohols, emphasizing regioselectivity and reaction mechanism.
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