Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Icohols are acidic in nature. Therefore, a strong base can bstract the acidic hydrogen atom of the alcohol in a process nown as deprotonation. The alcohol forms an alkoxide ion by sing the proton attached to the oxygen atom of the hydroxyl ( OH) group. The alkoxide formed can act as a base or a ucleophile depending on the substrate and reaction conditions. owever, not all bases can abstract the acidic proton of alcohols nd not all alcohols easily lose the proton. Deprotonation epends on the strength of the base and the acidity of the cohol. Strong bases, such as NaNH₂, can easily abstract a roton from almost all alcohols. Likewise, more acidic alcohols se a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ▸ View Available Hint(s) CH3CH₂OH + NH3 CH3CH₂O-NH- CH3 CH3 H3C-C-H+NH3 → H3C-C-H OH O-NH * CH3CH,OH + NaNH, → CH3CH,O-Na* + NH ✓ CHCL Cl₂ HC-CH-OH+NaOH → Cl₂ HC-CH-O-Na+ CHC12 CH3 CH3 H3C-C-OH + NaOH → H3C-C-O-Na+ + H₂O CH3 CH3

Icohols are acidic in nature. Therefore, a strong base can bstract the acidic hydrogen atom of the alcohol in a process nown as deprotonation. The alcohol forms an alkoxide ion by sing the proton attached to the oxygen atom of the hydroxyl ( OH) group. The alkoxide formed can act as a base or a ucleophile depending on the substrate and reaction conditions. owever, not all bases can abstract the acidic proton of alcohols nd not all alcohols easily lose the proton. Deprotonation epends on the strength of the base and the acidity of the cohol. Strong bases, such as NaNH₂, can easily abstract a roton from almost all alcohols. Likewise, more acidic alcohols se a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ▸ View Available Hint(s) CH3CH₂OH + NH3 CH3CH₂O-NH- CH3 CH3 H3C-C-H+NH3 → H3C-C-H OH O-NH * CH3CH,OH + NaNH, → CH3CH,O-Na* + NH ✓ CHCL Cl₂ HC-CH-OH+NaOH → Cl₂ HC-CH-O-Na+ CHC12 CH3 CH3 H3C-C-OH + NaOH → H3C-C-O-Na+ + H₂O CH3 CH3

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
Alcohols are acidic in nature. Therefore, a strong base can abstract the acidic hydrogen atom of the alcohol in a process known as deprotonation. The alcohol forms an alkoxide ion by losing the proton attached to the oxygen atom of the hydroxyl ( -OH) group. The alkoxide formed can act as a base or a nucleophile depending on the substrate and reaction conditions. However, not all bases can abstract the acidic proton of alcohols and not all alcohols easily lose the proton. Deprotonation depends on the strength of the base and the acidity of the alcohol. Strong bases, such as NaNH2, can easily abstract a proton from almost all alcohols. Likewise, more acidic alcohols lose a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ► View Available Hint(s) CH3CH,OH + NH3 →CH,CH,O-NH CH3 CH3 H3C-C-H+NH3 → H3 C-C-H OH O-NH CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3 CHC12 Cl₂ HC-CH-OH+NaOH → Cl₂ HC-CH-O-Na+ CHC12 Submit + CH3 CH3 ⒸH3C-C-OH + NaOH → H₂C—C—O¯Na+ + H₂O CH3 CH3 Previous Answers
Transcribed Image Text:Alcohols are acidic in nature. Therefore, a strong base can abstract the acidic hydrogen atom of the alcohol in a process known as deprotonation. The alcohol forms an alkoxide ion by losing the proton attached to the oxygen atom of the hydroxyl ( -OH) group. The alkoxide formed can act as a base or a nucleophile depending on the substrate and reaction conditions. However, not all bases can abstract the acidic proton of alcohols and not all alcohols easily lose the proton. Deprotonation depends on the strength of the base and the acidity of the alcohol. Strong bases, such as NaNH2, can easily abstract a proton from almost all alcohols. Likewise, more acidic alcohols lose a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ► View Available Hint(s) CH3CH,OH + NH3 →CH,CH,O-NH CH3 CH3 H3C-C-H+NH3 → H3 C-C-H OH O-NH CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3 CHC12 Cl₂ HC-CH-OH+NaOH → Cl₂ HC-CH-O-Na+ CHC12 Submit + CH3 CH3 ⒸH3C-C-OH + NaOH → H₂C—C—O¯Na+ + H₂O CH3 CH3 Previous Answers
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Selection Rules for Pericyclic 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
SEE MORE TEXTBOOKS