Please predict the product for each of the following reactions. Make sure to clearly indicate the correct stereochemistry for each compound: О А B Br OH охон C A D 1. NaOH 2. H2O 1. NaSMe 2. H2O HCI HBr 9 8 B 10 Br H3O* CH3CH2OH 1 OH 6 H₂O* H2O 5 2. H2O 1. PhMgBr с 1. NaCN 2. H2O HO 1. LiAIH4 2. H2O Br 1. 2. H2O NaOEt D 2. OH Br

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...
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**Predicting Reaction Products Based on Reagents and Conditions: A Study Guide**

**Introduction:**
In this exercise, you are required to predict the products of various organic reactions. Each reaction begins with the same starting material, and you need to correctly identify the product formed based on given reagents and conditions. It is crucial to indicate the correct stereochemistry of each compound where applicable.

**Starting Material and Reaction Pathways:**
The starting material is a cyclic ether with a two-carbon substituent that contains a bromine (Br) atom. Various reagents and conditions radiate outwards from the starting material, each leading to a unique product.

**Reaction Pathways:**

1. **Pathway 1:**
   - **Reagents:** NaOH (Step 1), H2O (Step 2)
   - **Expected Product:**

2. **Pathway 2:**
   - **Reagents:** NaSMe (Step 1), H2O (Step 2)
   - **Expected Product:**

3. **Pathway 3:**
   - **Reagents:** HCl
   - **Expected Product:**

4. **Pathway 4:**
   - **Reagents:** H3O+
   - **Expected Product:**

5. **Pathway 5:**
   - **Reagents:** CH3CH2OH
   - **Expected Product:**

6. **Pathway 6:**
   - **Reagents:** NaCN (Step 1), H2O (Step 2)
   - **Expected Product:**

7. **Pathway 7:**
   - **Reagents:** LiAlH4 (Step 1), H2O (Step 2)
   - **Expected Product:**

8. **Pathway 8:**
   - **Reagents:** NaOEt (Step 1), H2O (Step 2)
   - **Expected Product:**

9. **Pathway 9:**
   - **Reagents:** RMgBr
   - **Expected Product:**

10. **Pathway 10:**
    - **Reagents:** H2O (Step 1), H2O (Step 2)
    - **Expected Product:**

11. **Pathway 11:**
    - **Reagents:** HBr
    - **Expected Product:**

**Potential Products:**
Below the
Transcribed Image Text:**Predicting Reaction Products Based on Reagents and Conditions: A Study Guide** **Introduction:** In this exercise, you are required to predict the products of various organic reactions. Each reaction begins with the same starting material, and you need to correctly identify the product formed based on given reagents and conditions. It is crucial to indicate the correct stereochemistry of each compound where applicable. **Starting Material and Reaction Pathways:** The starting material is a cyclic ether with a two-carbon substituent that contains a bromine (Br) atom. Various reagents and conditions radiate outwards from the starting material, each leading to a unique product. **Reaction Pathways:** 1. **Pathway 1:** - **Reagents:** NaOH (Step 1), H2O (Step 2) - **Expected Product:** 2. **Pathway 2:** - **Reagents:** NaSMe (Step 1), H2O (Step 2) - **Expected Product:** 3. **Pathway 3:** - **Reagents:** HCl - **Expected Product:** 4. **Pathway 4:** - **Reagents:** H3O+ - **Expected Product:** 5. **Pathway 5:** - **Reagents:** CH3CH2OH - **Expected Product:** 6. **Pathway 6:** - **Reagents:** NaCN (Step 1), H2O (Step 2) - **Expected Product:** 7. **Pathway 7:** - **Reagents:** LiAlH4 (Step 1), H2O (Step 2) - **Expected Product:** 8. **Pathway 8:** - **Reagents:** NaOEt (Step 1), H2O (Step 2) - **Expected Product:** 9. **Pathway 9:** - **Reagents:** RMgBr - **Expected Product:** 10. **Pathway 10:** - **Reagents:** H2O (Step 1), H2O (Step 2) - **Expected Product:** 11. **Pathway 11:** - **Reagents:** HBr - **Expected Product:** **Potential Products:** Below the
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