Be sure to answer all parts. Draw a stepwise mechanism for the following reaction: Part 1: view structure Part 2: Ink view structure Part 3 out of 3 edit structure ... OH SOCI₂ pyridine view structure view structure + SO₂ HCI HO™ CI™ HOCI CI™™ SO₂ HCI U H U + SO₂ + HCI HSO₂Cl O HCI CI™™ HO™ SO₂ HOSC12 HOCI

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Chapter1: Chemical Foundations
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**Be sure to answer all parts.**

**Draw a stepwise mechanism for the following reaction:**

Chemical reaction shown: Conversion of an alcohol group to a chloride using thionyl chloride (SOCl2) and pyridine, resulting in a product with a chlorine atom, plus the byproducts sulfur dioxide (SO2) and hydrogen chloride (HCl).

---

**Part 1:**

Diagram showing the reaction step from an alcohol group to the structure involving a new bonded group. Next to it are options for byproducts: 

- SO₂
- HCl
- HO⁻
- Cl⁻ (correct option selected)
- HOCl

**Graphical explanation:** The diagram illustrates the initial step where the hydroxyl group is converted, likely forming an intermediate and a chloride ion.

---

**Part 2:**

Diagram showing the reaction step forming a new structure with pyridine in the scheme. Options for products:

- Cl⁻
- SO₂
- HCl
- Pyridine 
- HSO₂Cl

**Graphical explanation:** This segment shows the continued reaction with pyridine and the release of sulfur dioxide, suggesting stabilization of the intermediate.

---

**Part 3 out of 3:**

Diagram with a potential error, indicating further reaction to the final product, which includes options for byproducts:

- HCl
- Cl⁻
- HO⁻
- SO₂
- HOSOCl₂
- HOCl

A red box indicates the need for edits or adjustments, likely due to incorrect selections. The structure on the left reacts to yield the final product with a chloride, emphasizing careful byproduct selection.

**Graphical explanation:** This final step confirms the transformation to the target product, focusing on correct byproduct identification from the chemical process shown.

---

This problem requires understanding reaction mechanisms, specifically the nucleophilic substitution involving alcohol conversion to chlorides using SOCl₂ and pyridine, and recognizing byproducts at each step.
Transcribed Image Text:**Be sure to answer all parts.** **Draw a stepwise mechanism for the following reaction:** Chemical reaction shown: Conversion of an alcohol group to a chloride using thionyl chloride (SOCl2) and pyridine, resulting in a product with a chlorine atom, plus the byproducts sulfur dioxide (SO2) and hydrogen chloride (HCl). --- **Part 1:** Diagram showing the reaction step from an alcohol group to the structure involving a new bonded group. Next to it are options for byproducts: - SO₂ - HCl - HO⁻ - Cl⁻ (correct option selected) - HOCl **Graphical explanation:** The diagram illustrates the initial step where the hydroxyl group is converted, likely forming an intermediate and a chloride ion. --- **Part 2:** Diagram showing the reaction step forming a new structure with pyridine in the scheme. Options for products: - Cl⁻ - SO₂ - HCl - Pyridine - HSO₂Cl **Graphical explanation:** This segment shows the continued reaction with pyridine and the release of sulfur dioxide, suggesting stabilization of the intermediate. --- **Part 3 out of 3:** Diagram with a potential error, indicating further reaction to the final product, which includes options for byproducts: - HCl - Cl⁻ - HO⁻ - SO₂ - HOSOCl₂ - HOCl A red box indicates the need for edits or adjustments, likely due to incorrect selections. The structure on the left reacts to yield the final product with a chloride, emphasizing careful byproduct selection. **Graphical explanation:** This final step confirms the transformation to the target product, focusing on correct byproduct identification from the chemical process shown. --- This problem requires understanding reaction mechanisms, specifically the nucleophilic substitution involving alcohol conversion to chlorides using SOCl₂ and pyridine, and recognizing byproducts at each step.
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