1. Predict the major products of the following reactions. Include stereochemistry where appeopriate a. b. d. e. c. £. OH stou -OH OH OH OTS + X-moto- H₂C wwwOH + + HI OH HBr NaCN/DMSO OH + HCI OH F3C- sofa sofa. SOCI₂ PBry CH₂S N DMSO

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**Topic: Predicting Major Products of Chemical Reactions**

**Objective:** Analyze the given reactions and determine the major products, considering stereochemistry where relevant.

---

1. **Reaction Descriptions**

   **a.** Reaction involves a primary alcohol reacting with HBr (hydrobromic acid).

   **b.** Reaction involves a cyclic alcohol reacting with HI (hydroiodic acid).

   **c.** Reaction involves a secondary alcohol reacting with HCl (hydrochloric acid).

   **d.** A secondary alcohol reacts with a benzoyl chloride derivative.

   **e.** Two reactions:
   
   - A tosylate group (\(OTS\)) substituted alkane reacting with sodium cyanide (NaCN) in dimethyl sulfoxide (DMSO).
   - A secondary alcohol with trifluoromethanesulfonyl chloride, leading to a product formed in the presence of sodium methyl sulfinate in DMSO.

   **f.** Reaction involves a secondary alcohol reacting with thionyl chloride (SOCl₂).

   **g.** A cyclic alcohol reacting with phosphorus tribromide (PBr₃).

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2. **Analysis of Reactions**

- **Reactions a, b, c:** Typically proceed via nucleophilic substitution (SN1 or SN2), potentially generating alkyl halides.
  
- **Reaction d:** Likely involves esterification or acylation, forming an ester linkage.

- **Reaction e (first):** Substitution reaction converting the tosyl group to a nitrile.

- **Reaction e (second):** Involves conversion to a sulfonate ester, which may further undergo elimination or substitution.

- **Reaction f:** Conversion to an alkyl chloride, possibly with retention or inversion of stereochemistry depending on the conditions.

- **Reaction g:** Results in the formation of an alkyl bromide from an alcohol.

---

Each reaction requires consideration of the mechanism and the influence of stereochemistry on the major product.
Transcribed Image Text:### Educational Website Transcription **Topic: Predicting Major Products of Chemical Reactions** **Objective:** Analyze the given reactions and determine the major products, considering stereochemistry where relevant. --- 1. **Reaction Descriptions** **a.** Reaction involves a primary alcohol reacting with HBr (hydrobromic acid). **b.** Reaction involves a cyclic alcohol reacting with HI (hydroiodic acid). **c.** Reaction involves a secondary alcohol reacting with HCl (hydrochloric acid). **d.** A secondary alcohol reacts with a benzoyl chloride derivative. **e.** Two reactions: - A tosylate group (\(OTS\)) substituted alkane reacting with sodium cyanide (NaCN) in dimethyl sulfoxide (DMSO). - A secondary alcohol with trifluoromethanesulfonyl chloride, leading to a product formed in the presence of sodium methyl sulfinate in DMSO. **f.** Reaction involves a secondary alcohol reacting with thionyl chloride (SOCl₂). **g.** A cyclic alcohol reacting with phosphorus tribromide (PBr₃). --- 2. **Analysis of Reactions** - **Reactions a, b, c:** Typically proceed via nucleophilic substitution (SN1 or SN2), potentially generating alkyl halides. - **Reaction d:** Likely involves esterification or acylation, forming an ester linkage. - **Reaction e (first):** Substitution reaction converting the tosyl group to a nitrile. - **Reaction e (second):** Involves conversion to a sulfonate ester, which may further undergo elimination or substitution. - **Reaction f:** Conversion to an alkyl chloride, possibly with retention or inversion of stereochemistry depending on the conditions. - **Reaction g:** Results in the formation of an alkyl bromide from an alcohol. --- Each reaction requires consideration of the mechanism and the influence of stereochemistry on the major product.
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