Homework Help is Here – Start Your Trial Now!
Science
Chemistry
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question

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.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Designing a Synthesis
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS