I need help with my answer to this problem, "This product shown is possible but it is not the major product due to carbocation intermediate undergoing methyl shift

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
Question

I need help with my answer to this problem, "This product shown is possible but it is not the major product due to carbocation intermediate undergoing methyl shift." Popped up and after 4 attempts at a solution I don't know how to solve this one

H.
Resume
iment Score:
68.8%
I Resources
Lx Give Up?
E Feedback
O Attempt 4
on 2 of 10
Predict the major organic product of the reaction.
Draw the major organic product.
Br
H3C
CH3
CH,
H3C C
H Br
C=C
Incorrect
A S P
E.
Transcribed Image Text:H. Resume iment Score: 68.8% I Resources Lx Give Up? E Feedback O Attempt 4 on 2 of 10 Predict the major organic product of the reaction. Draw the major organic product. Br H3C CH3 CH, H3C C H Br C=C Incorrect A S P E.
Expert Solution
Step 1

HBr is acid it dissociate into H+ and Br- i.e. HBr can give Hto nucleophilic.

Alkene has more electron density so act as nucleophile.

If there is possibility of rearrangement then carbonation rearrange itself in such way to form stable carbonation.

Order of stability of carbonation: 

Tertiary > Secondary > Primary

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Protection of Groups in Organic 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