Draw the missing products or reagents in the following multistep synthesis. Ignore any inorganic byproducts. HBr, H₂O2 Select to Draw HCCNa DMF Select to Draw 00 I

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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### Identifying Missing Products or Reagents in Chemical Reactions

In this exercise, we aim to identify the missing products or reagents in various chemical reactions. The reactions are outlined below with the specified reagents or conditions.

#### Reaction A
- **Reagent:** \( \text{H}_3\text{O}^+ \)
- **Diagram:**
  ``` 
  [Substrate A]
      |
      v
   \(\text{H}_3\text{O}^+\)
  ```

#### Reaction B
- **Reagents:** \( \text{NaOH} \), \( \text{H}_2\text{O} \)
- **Diagram:**
  ``` 
  [Substrate B]
      |
      v
  \(\text{NaOH}\)
  \(\text{H}_2\text{O}\)
  ```

#### Reaction C
- **Reagents:**
  1. \( 9\text{-BBN}, \text{THF} \)
  2. \( \text{H}_2\text{O}_2, \text{NaOH} \)
- **Diagram:**
  ``` 
  [Substrate C]
      |
      v
  1. \( 9\text{-BBN}, \text{THF} \)
      |
      v
  2. \( \text{H}_2\text{O}_2\), \(\text{NaOH}\)
  ```

#### Reaction D
- **Reagent:** \( \text{KMnO}_4 \), \( \text{NaOH} \) (cold)
- **Diagram:**
  ``` 
  [Substrate D]
      |
      v
  \(\text{KMnO}_4\), \(\text{NaOH}\)
      (cold)
  ```

### Detailed Analysis:
1. **Reaction with \( \text{H}_3\text{O}^+ \)** typically involves an acid-catalyzed process, such as hydration of alkene or hydrolysis of esters.
  
2. **Reaction with \( \text{NaOH} \) and \( \text{H}_2\text{O} \)** is often a basic hydrolysis, possibly saponification or base catalyzed ring opening.

3. **Two-step Reaction involving \(
Transcribed Image Text:### Identifying Missing Products or Reagents in Chemical Reactions In this exercise, we aim to identify the missing products or reagents in various chemical reactions. The reactions are outlined below with the specified reagents or conditions. #### Reaction A - **Reagent:** \( \text{H}_3\text{O}^+ \) - **Diagram:** ``` [Substrate A] | v \(\text{H}_3\text{O}^+\) ``` #### Reaction B - **Reagents:** \( \text{NaOH} \), \( \text{H}_2\text{O} \) - **Diagram:** ``` [Substrate B] | v \(\text{NaOH}\) \(\text{H}_2\text{O}\) ``` #### Reaction C - **Reagents:** 1. \( 9\text{-BBN}, \text{THF} \) 2. \( \text{H}_2\text{O}_2, \text{NaOH} \) - **Diagram:** ``` [Substrate C] | v 1. \( 9\text{-BBN}, \text{THF} \) | v 2. \( \text{H}_2\text{O}_2\), \(\text{NaOH}\) ``` #### Reaction D - **Reagent:** \( \text{KMnO}_4 \), \( \text{NaOH} \) (cold) - **Diagram:** ``` [Substrate D] | v \(\text{KMnO}_4\), \(\text{NaOH}\) (cold) ``` ### Detailed Analysis: 1. **Reaction with \( \text{H}_3\text{O}^+ \)** typically involves an acid-catalyzed process, such as hydration of alkene or hydrolysis of esters. 2. **Reaction with \( \text{NaOH} \) and \( \text{H}_2\text{O} \)** is often a basic hydrolysis, possibly saponification or base catalyzed ring opening. 3. **Two-step Reaction involving \(
## Multistep Synthesis Problem

### Instructions:

**Draw the missing products or reagents in the following multistep synthesis. Ignore any inorganic byproducts.**

### Details of Each Step:

1. **Starting Compound:**
   - **Structure:** But-1-yne (an alkyne with a carbon-carbon triple bond at the first position).

2. **First Reaction:**
   - **Reagents:** Hydrobromic acid (HBr) and Hydrogen Peroxide (H₂O₂).
   - **Purpose:** The intention is to add Br to the alkyne using HBr in the presence of H₂O₂ (likely forming a bromo-alkene or bromo-alkane).

   - **Missing Product:** The product of this reaction should be drawn here. The reaction typically follows an anti-Markovnikov addition route due to the presence of H₂O₂.
   
   - **Process Visualization:**
     - But-1-yne --> [Add HBr and H₂O₂] --> Missing Product (To be drawn)

3. **Second Reaction:**
   - **Reagents:** Sodium Acetylide (HCCNa) in Dimethylformamide (DMF).
   - **Purpose:** This step likely involves nucleophilic substitution or addition of the acetylide ion to the previous product.
   
   - **Missing Reagents:** The specific reagents required for the transformation from the second product to the final product need to be drawn here.

   - **Final Product:** Should result in a molecule after substitution or addition processes with the functional groups possibly rearranged or expanded.

### Reaction Diagram:

Here’s a detailed breakdown:
1. **Starting Material:**
   - **But-1-yne Structure:**  
     \[ \text{H-C≡C-CH₂-CH₃} \]

2. **First Reaction (HBr, H₂O₂):**
   - **Arrow showing transformation:** 
     \[ HBr, H₂O₂ \rightarrow \]
   - **Missing Product Box:** 
     \[ \text{Select to Draw} \]

3. **Second Reaction (HCCNa, DMF):**
   - **Arrow showing transformation:** 
     \[ HCCNa, DMF \rightarrow \]
   - **Intermediate Box:** 
     \[ \text{Select to Draw} \]
   - **Arrow to Final Product
Transcribed Image Text:## Multistep Synthesis Problem ### Instructions: **Draw the missing products or reagents in the following multistep synthesis. Ignore any inorganic byproducts.** ### Details of Each Step: 1. **Starting Compound:** - **Structure:** But-1-yne (an alkyne with a carbon-carbon triple bond at the first position). 2. **First Reaction:** - **Reagents:** Hydrobromic acid (HBr) and Hydrogen Peroxide (H₂O₂). - **Purpose:** The intention is to add Br to the alkyne using HBr in the presence of H₂O₂ (likely forming a bromo-alkene or bromo-alkane). - **Missing Product:** The product of this reaction should be drawn here. The reaction typically follows an anti-Markovnikov addition route due to the presence of H₂O₂. - **Process Visualization:** - But-1-yne --> [Add HBr and H₂O₂] --> Missing Product (To be drawn) 3. **Second Reaction:** - **Reagents:** Sodium Acetylide (HCCNa) in Dimethylformamide (DMF). - **Purpose:** This step likely involves nucleophilic substitution or addition of the acetylide ion to the previous product. - **Missing Reagents:** The specific reagents required for the transformation from the second product to the final product need to be drawn here. - **Final Product:** Should result in a molecule after substitution or addition processes with the functional groups possibly rearranged or expanded. ### Reaction Diagram: Here’s a detailed breakdown: 1. **Starting Material:** - **But-1-yne Structure:** \[ \text{H-C≡C-CH₂-CH₃} \] 2. **First Reaction (HBr, H₂O₂):** - **Arrow showing transformation:** \[ HBr, H₂O₂ \rightarrow \] - **Missing Product Box:** \[ \text{Select to Draw} \] 3. **Second Reaction (HCCNa, DMF):** - **Arrow showing transformation:** \[ HCCNa, DMF \rightarrow \] - **Intermediate Box:** \[ \text{Select to Draw} \] - **Arrow to Final Product
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