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Consider the reaction between an alcohol and tosyl chloride, followed by a nucleophile. Write the condensed formula of the expected main organic product. (Show the mechanism please!)

Consider the reaction between an alcohol and tosyl chloride, followed by a nucleophile. Write the condensed formula of the expected main organic product. (Show the mechanism please!)

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Consider the reaction between an alcohol and tosyl chloride, followed by a nucleophile. Write the condensed formula of the expected main organic product. (Show the mechanism please!)

The diagram presents a chemical reaction sequence involving ethanol (CH₃CH₂OH). The reaction occurs in two main steps: 1. **First Step:** - **Reagents:** TsCl (p-Toluenesulfonyl chloride), pyridine. - **Purpose:** This step likely involves the transformation of the hydroxyl group (OH) into a better leaving group using TsCl, forming an intermediate tosylate (CH₃CH₂OTs). 2. **Second Step:** - **Reagent:** NC⁻ (cyanide ion). - **Purpose:** The cyanide ion acts as a nucleophile, replacing the tosylate group to form a nitrile compound. This two-step transformation is a common method for converting alcohols into nitriles through tosylation followed by nucleophilic substitution.
Transcribed Image Text:The diagram presents a chemical reaction sequence involving ethanol (CH₃CH₂OH). The reaction occurs in two main steps: 1. **First Step:** - **Reagents:** TsCl (p-Toluenesulfonyl chloride), pyridine. - **Purpose:** This step likely involves the transformation of the hydroxyl group (OH) into a better leaving group using TsCl, forming an intermediate tosylate (CH₃CH₂OTs). 2. **Second Step:** - **Reagent:** NC⁻ (cyanide ion). - **Purpose:** The cyanide ion acts as a nucleophile, replacing the tosylate group to form a nitrile compound. This two-step transformation is a common method for converting alcohols into nitriles through tosylation followed by nucleophilic substitution.
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