I Br 0 +1-0 кон Methand он 2. 1C), H₂O Br H ✓ ↓ Acid-base B B "

Living By Chemistry: First Edition Textbook
1st Edition
ISBN:9781559539418
Author:Angelica Stacy
Publisher:Angelica Stacy
ChapterU6: Showtime: Reversible Reactions And Chemical Equilibrium
Section: Chapter Questions
Problem 6RE
icon
Related questions
Question

draw the complete mechanism for this double E2 elimination reaction?

  • Starting Material: (2R,3S)-2,3-dibromo-3-phenylpropanoic acid
  • Final Product: Phenylpropiolic acid
  • Steps to Include:
    1. Deprotonation of the carboxylic acid group: Show how the carboxylic acid (-COOH) group is deprotonated by KOH to form the carboxylate salt (-COO⁻).
    2. First E2 elimination: Illustrate the elimination of the first HBr molecule, forming the alkene intermediate.
    3. Second E2 elimination: Show the elimination of the second HBr molecule, forming the alkyne.
    4. Final protonation: Depict how HCl protonates the carboxylate group (-COO⁻) to regenerate the carboxylic acid (-COOH).

Make sure to use proper arrow notation to show the movement of electrons in each step. Label all intermediates, reagents (KOH and HCl), and byproducts (HBr and KBr). I inldued some notes for how it kinda should look like

I
Br
0
+1-0
кон
Methand
он
2. 1C), H₂O
Br H
✓
↓ Acid-base
B
B
"
Transcribed Image Text:I Br 0 +1-0 кон Methand он 2. 1C), H₂O Br H ✓ ↓ Acid-base B B "
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Living By Chemistry: First Edition Textbook
Living By Chemistry: First Edition Textbook
Chemistry
ISBN:
9781559539418
Author:
Angelica Stacy
Publisher:
MAC HIGHER
General Chemistry - Standalone book (MindTap Cour…
General Chemistry - Standalone book (MindTap Cour…
Chemistry
ISBN:
9781305580343
Author:
Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:
Cengage Learning
Chemistry for Today: General, Organic, and Bioche…
Chemistry for Today: General, Organic, and Bioche…
Chemistry
ISBN:
9781305960060
Author:
Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:
Cengage Learning
Introductory Chemistry For Today
Introductory Chemistry For Today
Chemistry
ISBN:
9781285644561
Author:
Seager
Publisher:
Cengage
Chemistry: Principles and Practice
Chemistry: Principles and Practice
Chemistry
ISBN:
9780534420123
Author:
Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:
Cengage Learning
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning