compound j compound i compound h compound g compound f compound e compound d a HC=CH

Chemistry
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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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The above synthesis was designed using the Organic Chemistry Roadmaps in the appendix of your textbook.

In this synthesis starting with acetylene, reagents from the table are used to carry out the indicated steps (shown in blue). In the box below, draw the structure of compound j.

  • Use the wedge/hash bond tools to indicate stereochemistry where it exists.
  • In cases where there is more than one answer, just draw one. 
  • Show stereochemistry in a meso compound.
  • Do not include counter-ions, e.g., Na+, I-, in your answer.
The image presents a schematic diagram of a chemical synthesis pathway. The pathway begins with the compound ethyne (HC≡CH) at the bottom and progresses upwards through a series of transformations labeled with various reaction steps. Each step is indicated by a letter.

**Diagram Structure:**

1. **Starting Compound:**
   - Ethyne (HC≡CH) is the initial compound.

2. **First Branch:**
   - From ethyne, there are two paths leading to:
     - **Compound e:** Formed by reaction step "a."
     - **Compound d:** Leads to compound f through reaction "r."

3. **Second Branch:**
   - From **compound d**, the synthesis proceeds to:
     - **Compound f:** Continues to compound h.

4. **Third Branch:**
   - Separately from **compound e**, a parallel path leads to:
     - **Compound g:** Through reaction "f."

5. **Convergence:**
   - Both compounds f and g eventually lead to:
     - **Compound h:** Through unspecified paths that converge into a single point.

6. **Final Steps:**
   - **Compound h** progresses to:
     - **Compound i:** Utilizing reaction "n."
     - **Compound i** then proceeds to:
       - **Compound j:** Through reaction "i."

Each transformation likely represents a specific chemical reaction, denoted by the letters. Understanding the exact reactions requires additional context or a key describing what each letter corresponds to in terms of chemical processes.
Transcribed Image Text:The image presents a schematic diagram of a chemical synthesis pathway. The pathway begins with the compound ethyne (HC≡CH) at the bottom and progresses upwards through a series of transformations labeled with various reaction steps. Each step is indicated by a letter. **Diagram Structure:** 1. **Starting Compound:** - Ethyne (HC≡CH) is the initial compound. 2. **First Branch:** - From ethyne, there are two paths leading to: - **Compound e:** Formed by reaction step "a." - **Compound d:** Leads to compound f through reaction "r." 3. **Second Branch:** - From **compound d**, the synthesis proceeds to: - **Compound f:** Continues to compound h. 4. **Third Branch:** - Separately from **compound e**, a parallel path leads to: - **Compound g:** Through reaction "f." 5. **Convergence:** - Both compounds f and g eventually lead to: - **Compound h:** Through unspecified paths that converge into a single point. 6. **Final Steps:** - **Compound h** progresses to: - **Compound i:** Utilizing reaction "n." - **Compound i** then proceeds to: - **Compound j:** Through reaction "i." Each transformation likely represents a specific chemical reaction, denoted by the letters. Understanding the exact reactions requires additional context or a key describing what each letter corresponds to in terms of chemical processes.
The diagram illustrates a reaction pathway for converting a starting alkyne (HC≡CH) into three different compounds (a, b, c). Each reaction involves the use of various reagents, marked by different letters (a-r), with corresponding details provided below the diagram.

**Reactions and Compounds:**

1. **Conversion of Alkyne to Compound a:**
   - Reagent: HCl (a)
   - The alkyne undergoes a transformation to form compound a, with HCl as the reagent.

2. **Conversion of Alkyne to Compound b:**
   - Reagent: HBr (b)
   - The alkyne is transformed into compound c using HBr.

3. **Conversion of Alkyne to Compound c:**
   - Reagent: Br₂, H₂O (g)
   - This pathway involves the addition of bromine and water.

**Reagents List:**

- a: HCl
- b: HBr
- 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

This diagram is useful for illustrating different synthetic pathways and the reagents necessary for specific transformations in organic chemistry, particularly in alkyne chemistry.
Transcribed Image Text:The diagram illustrates a reaction pathway for converting a starting alkyne (HC≡CH) into three different compounds (a, b, c). Each reaction involves the use of various reagents, marked by different letters (a-r), with corresponding details provided below the diagram. **Reactions and Compounds:** 1. **Conversion of Alkyne to Compound a:** - Reagent: HCl (a) - The alkyne undergoes a transformation to form compound a, with HCl as the reagent. 2. **Conversion of Alkyne to Compound b:** - Reagent: HBr (b) - The alkyne is transformed into compound c using HBr. 3. **Conversion of Alkyne to Compound c:** - Reagent: Br₂, H₂O (g) - This pathway involves the addition of bromine and water. **Reagents List:** - a: HCl - b: HBr - 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 This diagram is useful for illustrating different synthetic pathways and the reagents necessary for specific transformations in organic chemistry, particularly in alkyne chemistry.
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