2. Previously, in reactions that form carbonations we could not clearly predict if SN1 or El would be the dominant mechanism. Conversely, we will find that we CAN control which pathway dominates when an alcohol is present in the electrophile. The dominant mechanism is determined by the acid used to protonate the alcohol and turn it into water, a good leaving group. A “nucleophilic acid" will force the reaction toward substitution, while a "non-nucleophilic acid" will favor elimination. a. Consider the following strong acids: HCI, HI, H2SO4, and HBr. Sort these acids into the appropriate category. Nucleophilic Acids contain a good Nu Non-Nucleophilic Acids have exceptionally weak conjugate bases (Add heat to promote elimination even more!) b. Based on your classifications of the acids in part a and the type of alcohol given below (methyl, 1°, 2º, or 3°), determine the dominant mechanism that will take place (El, E2, SN1, or SN2) and draw the major organic product. Add "heat" over the arrow to any elimination reactions. Mechanism Alcohol Acid Product(s) H2SO4 HO. HCI НО CH3 HBr H2SO4 HO
2. Previously, in reactions that form carbonations we could not clearly predict if SN1 or El would be the dominant mechanism. Conversely, we will find that we CAN control which pathway dominates when an alcohol is present in the electrophile. The dominant mechanism is determined by the acid used to protonate the alcohol and turn it into water, a good leaving group. A “nucleophilic acid" will force the reaction toward substitution, while a "non-nucleophilic acid" will favor elimination. a. Consider the following strong acids: HCI, HI, H2SO4, and HBr. Sort these acids into the appropriate category. Nucleophilic Acids contain a good Nu Non-Nucleophilic Acids have exceptionally weak conjugate bases (Add heat to promote elimination even more!) b. Based on your classifications of the acids in part a and the type of alcohol given below (methyl, 1°, 2º, or 3°), determine the dominant mechanism that will take place (El, E2, SN1, or SN2) and draw the major organic product. Add "heat" over the arrow to any elimination reactions. Mechanism Alcohol Acid Product(s) H2SO4 HO. HCI НО CH3 HBr H2SO4 HO
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...
Related questions
Question
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 2 steps with 1 images
Knowledge Booster
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.Recommended textbooks for you
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY