(c) (b) 10:43 M -4- 21% QUESTION 4 Propose the mechanism for each of the following reactions. Show all intermediates and use the correct arrow formalism for the flow of electrons. Give all important resonance structures. Do not use generic "R" groups in your examples. [30] (a) An example for the so called Darzens reaction is the base catalyzed reaction of ethylchloro acetate with cyclohexanone to give the epoxy ester shown. The first step is a carbonyl condensation reaction, and the second step is an SN2 reaction. (5) ||| Eto OEt OEt ° 요 OH -5- 1. NaOEt, EtOH 2. BrCH2(CH2)2CH2Br 3. H3O+, heat OEt NaOEt HOEt محمد (8) OH (6)
(c) (b) 10:43 M -4- 21% QUESTION 4 Propose the mechanism for each of the following reactions. Show all intermediates and use the correct arrow formalism for the flow of electrons. Give all important resonance structures. Do not use generic "R" groups in your examples. [30] (a) An example for the so called Darzens reaction is the base catalyzed reaction of ethylchloro acetate with cyclohexanone to give the epoxy ester shown. The first step is a carbonyl condensation reaction, and the second step is an SN2 reaction. (5) ||| Eto OEt OEt ° 요 OH -5- 1. NaOEt, EtOH 2. BrCH2(CH2)2CH2Br 3. H3O+, heat OEt NaOEt HOEt محمد (8) OH (6)
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
Related questions
Question
![(c)
(b)
10:43 M
-4-
21%
QUESTION 4
Propose the mechanism for each of the following reactions. Show all intermediates and
use the correct arrow formalism for the flow of electrons. Give all important resonance
structures. Do not use generic "R" groups in your examples.
[30]
(a) An example for the so called Darzens reaction is the base catalyzed reaction of ethylchloro
acetate with cyclohexanone to give the epoxy ester shown. The first step is a carbonyl
condensation reaction, and the second step is an SN2 reaction.
(5)
|||
Eto OEt
OEt
°
요
OH
-5-
1. NaOEt, EtOH
2. BrCH2(CH2)2CH2Br
3. H3O+, heat
OEt
NaOEt
HOEt
محمد
(8)
OH
(6)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5d4afbe8-d3c6-4296-8c59-05abfd392a1e%2Ffa3dfb32-dedd-4188-81ea-06f718e86268%2Fs2j676_processed.jpeg&w=3840&q=75)
Transcribed Image Text:(c)
(b)
10:43 M
-4-
21%
QUESTION 4
Propose the mechanism for each of the following reactions. Show all intermediates and
use the correct arrow formalism for the flow of electrons. Give all important resonance
structures. Do not use generic "R" groups in your examples.
[30]
(a) An example for the so called Darzens reaction is the base catalyzed reaction of ethylchloro
acetate with cyclohexanone to give the epoxy ester shown. The first step is a carbonyl
condensation reaction, and the second step is an SN2 reaction.
(5)
|||
Eto OEt
OEt
°
요
OH
-5-
1. NaOEt, EtOH
2. BrCH2(CH2)2CH2Br
3. H3O+, heat
OEt
NaOEt
HOEt
محمد
(8)
OH
(6)
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