Using the Organic Chemistry Roadmaps in the appendix of your textbook as a guide, identify the reagents necessary to accomplish the following steps in the above synthesis of 3-hexanone from acetylene:

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Using the Organic Chemistry Roadmaps in the appendix of your textbook as a guide, identify the reagents necessary to accomplish the following steps in the above synthesis of 3-hexanone from acetylene:

**Introduction to Organic Chemistry Synthesis: 3-Hexanone from Acetylene**

In this exercise, you are tasked with identifying the reagents necessary for the synthesis of 3-hexanone from acetylene. The process is divided into specific steps, indicated by arrows and numbered to guide the sequential reactions.

**Reactions Overview:**

1. **Step 1:** 
   - The reaction begins with acetylene, as represented by a triple bond in the diagram. Follow the roadmap in your textbook to determine the suitable reagent for this transformation.

2. **Step 2:**
   - The progression from step 1 to step 2 involves further modifications to the alkyne intermediate. Analyze the required reagents that facilitate these changes.

3. **Step 3:**
   - Additional transformations are depicted by a new arrow leading to the generation of the target molecule. Evaluate the conditions or reagents needed to achieve this.

**Final Step:**

- A specific reagent is required for the final transformation step (indicated: O₃ then (CH₃)₂S). Determine how these reagents contribute to the synthesis pathway.

**Instructions:**

Using the Organic Chemistry Roadmaps in the appendix of your textbook as a guide, fill in the reagents necessary for each step in the synthesis pathway provided:

- **Step 1:** [Enter Reagent]
- **Step 4:** [Enter Reagent]
- **Step 3:** [Enter Reagent] 

This exercise aims to enhance your understanding of synthetic strategies in organic chemistry through practical application and identification of appropriate reaction conditions.
Transcribed Image Text:**Introduction to Organic Chemistry Synthesis: 3-Hexanone from Acetylene** In this exercise, you are tasked with identifying the reagents necessary for the synthesis of 3-hexanone from acetylene. The process is divided into specific steps, indicated by arrows and numbered to guide the sequential reactions. **Reactions Overview:** 1. **Step 1:** - The reaction begins with acetylene, as represented by a triple bond in the diagram. Follow the roadmap in your textbook to determine the suitable reagent for this transformation. 2. **Step 2:** - The progression from step 1 to step 2 involves further modifications to the alkyne intermediate. Analyze the required reagents that facilitate these changes. 3. **Step 3:** - Additional transformations are depicted by a new arrow leading to the generation of the target molecule. Evaluate the conditions or reagents needed to achieve this. **Final Step:** - A specific reagent is required for the final transformation step (indicated: O₃ then (CH₃)₂S). Determine how these reagents contribute to the synthesis pathway. **Instructions:** Using the Organic Chemistry Roadmaps in the appendix of your textbook as a guide, fill in the reagents necessary for each step in the synthesis pathway provided: - **Step 1:** [Enter Reagent] - **Step 4:** [Enter Reagent] - **Step 3:** [Enter Reagent] This exercise aims to enhance your understanding of synthetic strategies in organic chemistry through practical application and identification of appropriate reaction conditions.
### Synthesis Pathway Diagram

#### Main Pathway:

1. **Starting Structure**: An alkyne with a methyl ketone attached.
2. **Intermediate Steps**:
   - **Step 1**: Transforms to an unsaturated ketone.
   - **Step 2**: Deprotonation yielding a carbanion (C⁻).
   - **Step 3**: Reaction with a terminal alkyne giving a chloroalkene.
   - **Step 4**: Creates a dichloroalkene.
   - **Step 5**: Converts to another isomer of a chloroalkene.
   - **Step 6**: Isomerization into another unsaturated ketone.
7. **Final Product**: Different unsaturated ketone structure.

#### Reagents (Listed With Corresponding Letters):

- **a.** HBr
- **b.** HBr, H₂O₂, hv
- **c.** H₂O, H₂SO₄
- **d.** Br₂
- **e.** Cl₂
- **f.** H₂, Pd
- **g.** Br₂, H₂O
- **h.** Cl₂, H₂O
- **i.** OsO₄ then NaHSO₃
- **j.** Hg(OAc)₂, H₂O then NaBH₄
- **k.** BH₃ then H₂O₂, NaOH
- **l.** O₃ then (CH₃)₂S
- **m.** 2 equivalents of NaNH₂
- **n.** H₂, Lindlar's catalyst
- **o.** Na / NH₃
- **p.** H₂SO₄, HgSO₄
- **q.** (sia)₂BH then H₂O₂, NaOH
- **r.** 1 equivalent of NaNH₂
- **s.** NBS, hv
- **t.** Br₂, hv
- **u.** Cl₂, hv
- **v.** HCl

### Explanation:

This diagram illustrates a multi-step synthesis pathway for converting an initial alkyne starting material into several different organic products. Each arrow leads to different possible pathways and transformations, with reagents provided for each step
Transcribed Image Text:### Synthesis Pathway Diagram #### Main Pathway: 1. **Starting Structure**: An alkyne with a methyl ketone attached. 2. **Intermediate Steps**: - **Step 1**: Transforms to an unsaturated ketone. - **Step 2**: Deprotonation yielding a carbanion (C⁻). - **Step 3**: Reaction with a terminal alkyne giving a chloroalkene. - **Step 4**: Creates a dichloroalkene. - **Step 5**: Converts to another isomer of a chloroalkene. - **Step 6**: Isomerization into another unsaturated ketone. 7. **Final Product**: Different unsaturated ketone structure. #### Reagents (Listed With Corresponding Letters): - **a.** HBr - **b.** HBr, H₂O₂, hv - **c.** H₂O, H₂SO₄ - **d.** Br₂ - **e.** Cl₂ - **f.** H₂, Pd - **g.** Br₂, H₂O - **h.** Cl₂, H₂O - **i.** OsO₄ then NaHSO₃ - **j.** Hg(OAc)₂, H₂O then NaBH₄ - **k.** BH₃ then H₂O₂, NaOH - **l.** O₃ then (CH₃)₂S - **m.** 2 equivalents of NaNH₂ - **n.** H₂, Lindlar's catalyst - **o.** Na / NH₃ - **p.** H₂SO₄, HgSO₄ - **q.** (sia)₂BH then H₂O₂, NaOH - **r.** 1 equivalent of NaNH₂ - **s.** NBS, hv - **t.** Br₂, hv - **u.** Cl₂, hv - **v.** HCl ### Explanation: This diagram illustrates a multi-step synthesis pathway for converting an initial alkyne starting material into several different organic products. Each arrow leads to different possible pathways and transformations, with reagents provided for each step
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