(S)-3-Chloro-1-pentene reacts with sodium ethoxide in ethanol to produce 3-ethoxy-1-pentene. The reaction is second order, first order in 3-chloro-1-pentene and first order in sodium ethoxide. In the absence of sodium ethoxide, 3-chloro-1-pentene reacts with ethanol to produce both 1-ethoxy-2-pentene and 3-ethoxy-1-pentene. The first reaction proceeds via an Sn2 mechanism. The stereochemistry of the product is R The second reaction proceeds via an Sy1 mechanism. The stereochemistry of 1-ethoxy-2-pentene is none The stereochemistry of 3-ethoxy-1-pentene is racemic

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...
icon
Related questions
icon
Concept explainers
Question

I am struggling to make the structure of the intermediate

(S)-3-Chloro-1-pentene reacts with sodium ethoxide in ethanol to produce 3-ethoxy-1-pentene. The reaction is second order, first order in 3-chloro-1-pentene and first order in
sodium ethoxide. In the absence of sodium ethoxide, 3-chloro-1-pentene reacts with ethanol to produce both 1-ethoxy-2-pentene and 3-ethoxy-1-pentene.
The first reaction proceeds via an Sn2
mechanism.
The stereochemistry of the product is R
The second reaction proceeds via an Sy1
mechanism.
The stereochemistry of 1-ethoxy-2-pentene is none
The stereochemistry of 3-ethoxy-1-pentene is racemic
Transcribed Image Text:(S)-3-Chloro-1-pentene reacts with sodium ethoxide in ethanol to produce 3-ethoxy-1-pentene. The reaction is second order, first order in 3-chloro-1-pentene and first order in sodium ethoxide. In the absence of sodium ethoxide, 3-chloro-1-pentene reacts with ethanol to produce both 1-ethoxy-2-pentene and 3-ethoxy-1-pentene. The first reaction proceeds via an Sn2 mechanism. The stereochemistry of the product is R The second reaction proceeds via an Sy1 mechanism. The stereochemistry of 1-ethoxy-2-pentene is none The stereochemistry of 3-ethoxy-1-pentene is racemic
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Catalysis and Enzymatic Reactions
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