Q1 This question has two parts Part A and Part B. Part 1: Acetone can react with a base to give the enolate ion A, which can further react with another acetone molecule to give B. Upon quenching with water, B generates C, the final product of this reaction. :Base H20 C H3C A H. H. H3C H. Acetone a) Draw the structure of A, B, and C b) Using curly arrows, draw the mechanism of the reaction between A and acetone to give compound B. What's the name of this reaction. - c) Draw the two resonance forms (A and D) of the enolate (A) generated by the deprotonation of the a-carbon on acetone and show the interconversion between the two using curly arrows: :Base H3C° H H Acetone
Q1 This question has two parts Part A and Part B. Part 1: Acetone can react with a base to give the enolate ion A, which can further react with another acetone molecule to give B. Upon quenching with water, B generates C, the final product of this reaction. :Base H20 C H3C A H. H. H3C H. Acetone a) Draw the structure of A, B, and C b) Using curly arrows, draw the mechanism of the reaction between A and acetone to give compound B. What's the name of this reaction. - c) Draw the two resonance forms (A and D) of the enolate (A) generated by the deprotonation of the a-carbon on acetone and show the interconversion between the two using curly arrows: :Base H3C° H H Acetone
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...
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
Transcribed Image Text:Q1 This question has two parts Part A and Part B.
Part 1: Acetone can react with a base to give the enolate ion A, which can further react with another
acetone molecule to give B. Upon quenching with water, B generates C, the final product of this
reaction.
:Base
H20
A
H3C
H.
H3C
H.
Acetone
a) Draw the structure of A, B, and C
b) Using curly arrows, draw the mechanism of the reaction between A and acetone to give
compound B. What's the name of this reaction. -
c) Draw the two resonance forms (A and D) of the enolate (A) generated by the deprotonation
of the a-carbon on acetone and show the interconversion between the two using curly
arrows: I
Base
H3C
H
A
D
H
Acetone
d) Knowing that the pka of the a-proton on acetone is 19, choose amongst the following bases
those who will be able to remove the proton, given the pKa of their corresponding
conjugated acids.
H3C-C-H
H H
:Base
H-Base
+
conjugate acid
pka = 19
pКa 3 а, b, с, d
a) Ammonia; pKa = 9.2
b) Sodium amide; pka = 38
c) Sodium ethoxide; pka = 16
d) Butyl lithium; pKa = 50
ExamOnline Exam Template
Part 2:
Fill in the following scheme with the appropriate reagents, intermediates and/or products. ,
' What kind of reaction is the first step of the synthetic pathway that converts benzyl chloride
into benzaldehyde (A)?
он
Step 1
A
benzyl chloride
Base
cyclopentanone
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