Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. Be sure to draw hydrogens on oxygen, where applicable. Select Draw Rings More Erase C H 1. B2H6, diglyme (а) 2. Н.О2, НО"-, H20

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**Question:**

(b) The product or products of the reaction are characterized as being

- [ ] achiral
- [ ] R, S (and/or S, R)
- [ ] S
- [ ] S, S
- [ ] diastereomers
- [ ] R, R
- [ ] R
- [ ] racemic
Transcribed Image Text:**Question:** (b) The product or products of the reaction are characterized as being - [ ] achiral - [ ] R, S (and/or S, R) - [ ] S - [ ] S, S - [ ] diastereomers - [ ] R, R - [ ] R - [ ] racemic
**Educational Content on Alkene Hydroboration-Oxidation**

**Introduction:**

Alkenes can undergo a transformation to become alcohols through the process of hydroboration-oxidation. This reaction sequence is significant in organic chemistry for its ability to convert double bonds into alcohols with specific stereochemistry.

**Reaction Details:**

1. **Reactant:** The starting material is an alkene. The structure shown is cyclohexene, which features a six-membered carbon ring with a double bond.

2. **Reaction Conditions:**
   - **Step 1:** The alkene is treated with borane (BH₃) in the presence of diglyme (a solvent). This step is known as hydroboration, where boron adds across the double bond.
   - **Step 2:** The boron-containing intermediate is reacted with hydrogen peroxide (H₂O₂) and hydroxide ions (OH⁻) in water. This stage, known as oxidation, replaces boron with a hydroxyl group, converting the alkene into an alcohol.

**Instructions for Representation:**

- **Structure Drawing:** When depicting the alcohol product, clearly indicate stereochemistry using bond representations:
  - **Wedge Bond:** Represents a bond coming out of the plane towards the viewer.
  - **Dash Bond:** Represents a bond going into the plane away from the viewer.
  - **In-plane Bonds:** Used for bonds lying flat in the plane of the drawing.

- **Hydrogen Atoms:** Ensure to draw hydrogen atoms connected to the chiral centers or as specified in the chemical structure.

**Diagram Explanation:**

The diagram illustrates the chemical reaction of cyclohexene (hexagonal structure with a double bond) undergoing conversion to the corresponding alcohol. The reagents are listed alongside arrows indicating the sequence of steps involved in the transformation.

**Conclusion:**

This hydroboration-oxidation process is crucial for obtaining alcohols with controlled stereochemistry from alkenes, a fundamental transformation in organic synthesis. Understanding this reaction helps in predicting the outcome and configurations of organic compounds in chemical research and industry.
Transcribed Image Text:**Educational Content on Alkene Hydroboration-Oxidation** **Introduction:** Alkenes can undergo a transformation to become alcohols through the process of hydroboration-oxidation. This reaction sequence is significant in organic chemistry for its ability to convert double bonds into alcohols with specific stereochemistry. **Reaction Details:** 1. **Reactant:** The starting material is an alkene. The structure shown is cyclohexene, which features a six-membered carbon ring with a double bond. 2. **Reaction Conditions:** - **Step 1:** The alkene is treated with borane (BH₃) in the presence of diglyme (a solvent). This step is known as hydroboration, where boron adds across the double bond. - **Step 2:** The boron-containing intermediate is reacted with hydrogen peroxide (H₂O₂) and hydroxide ions (OH⁻) in water. This stage, known as oxidation, replaces boron with a hydroxyl group, converting the alkene into an alcohol. **Instructions for Representation:** - **Structure Drawing:** When depicting the alcohol product, clearly indicate stereochemistry using bond representations: - **Wedge Bond:** Represents a bond coming out of the plane towards the viewer. - **Dash Bond:** Represents a bond going into the plane away from the viewer. - **In-plane Bonds:** Used for bonds lying flat in the plane of the drawing. - **Hydrogen Atoms:** Ensure to draw hydrogen atoms connected to the chiral centers or as specified in the chemical structure. **Diagram Explanation:** The diagram illustrates the chemical reaction of cyclohexene (hexagonal structure with a double bond) undergoing conversion to the corresponding alcohol. The reagents are listed alongside arrows indicating the sequence of steps involved in the transformation. **Conclusion:** This hydroboration-oxidation process is crucial for obtaining alcohols with controlled stereochemistry from alkenes, a fundamental transformation in organic synthesis. Understanding this reaction helps in predicting the outcome and configurations of organic compounds in chemical research and industry.
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