Draw the product(s) of the reactions shown below. Be sure to specify stereo- and/or regiochemistry when appropriate. a) b) Br₂, H₂O 1. Hg(OAc)2, H₂O 2. NaBH4 1. BH3 2. H₂O2, OH H₂O art won 190

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**Title: Understanding Organic Reactions: Reaction Mechanisms and Product Formation**

**Instructions:**
Draw the product(s) of the reactions shown below. Be sure to specify stereo- and/or regiochemistry when appropriate.

**Reactions:**

1. **Reaction a:**
   - Starting Material: Cyclopentene
   - Reagents: 
     - 1. \( \text{Br}_2 \)
     - 2. \( \text{H}_2\text{O} \)
   - Product: Bromohydrin formation with anti-addition of Br and OH groups.

2. **Reaction b:**
   - Starting Material: Cyclohexene
   - Reagents:
     - 1. \( \text{Hg(OAc)}_2, \text{H}_2\text{O} \)
     - 2. \( \text{NaBH}_4 \)
   - Product: Formation of an alcohol with Markovnikov addition. The OH group adds to the more substituted carbon.

3. **Reaction c:**
   - Starting Material: 1-Hexene
   - Reagents:
     - 1. \( \text{BH}_3 \)
     - 2. \( \text{H}_2\text{O}_2, \text{OH}^-, \text{H}_2\text{O} \)
   - Product: Formation of an alcohol with anti-Markovnikov addition. The OH group adds to the less substituted carbon.

4. **Reaction d:**
   - Starting Material: Cyclohexanone with a methyl group and a bromine atom on adjacent carbon atoms.
   - Reagent: Heat with \( \text{CH}_3\text{CH}_2\text{OH} \)
   - Product: Elimination reaction resulting in the removal of Br and formation of a double bond.

**Diagram Explanation:**

Each subpart (a-d) describes a different chemical reaction involving specific organic substrates and reagents, detailing the transformations and expected products with correct stereochemistry. The diagrams should visually represent the structures of reactants and products along with the mechanistic pathways involved.
Transcribed Image Text:**Title: Understanding Organic Reactions: Reaction Mechanisms and Product Formation** **Instructions:** Draw the product(s) of the reactions shown below. Be sure to specify stereo- and/or regiochemistry when appropriate. **Reactions:** 1. **Reaction a:** - Starting Material: Cyclopentene - Reagents: - 1. \( \text{Br}_2 \) - 2. \( \text{H}_2\text{O} \) - Product: Bromohydrin formation with anti-addition of Br and OH groups. 2. **Reaction b:** - Starting Material: Cyclohexene - Reagents: - 1. \( \text{Hg(OAc)}_2, \text{H}_2\text{O} \) - 2. \( \text{NaBH}_4 \) - Product: Formation of an alcohol with Markovnikov addition. The OH group adds to the more substituted carbon. 3. **Reaction c:** - Starting Material: 1-Hexene - Reagents: - 1. \( \text{BH}_3 \) - 2. \( \text{H}_2\text{O}_2, \text{OH}^-, \text{H}_2\text{O} \) - Product: Formation of an alcohol with anti-Markovnikov addition. The OH group adds to the less substituted carbon. 4. **Reaction d:** - Starting Material: Cyclohexanone with a methyl group and a bromine atom on adjacent carbon atoms. - Reagent: Heat with \( \text{CH}_3\text{CH}_2\text{OH} \) - Product: Elimination reaction resulting in the removal of Br and formation of a double bond. **Diagram Explanation:** Each subpart (a-d) describes a different chemical reaction involving specific organic substrates and reagents, detailing the transformations and expected products with correct stereochemistry. The diagrams should visually represent the structures of reactants and products along with the mechanistic pathways involved.
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