Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
Problem JQ
Related questions
Question
Please answer this correctly and quickly
![Consider the below chair equilibrium. Which chair configuration will be favored in the equilibrium?
CI
TABLE 4.8
CI
-Cl
-OH
-CH3
-CH₂ CH3
-CH(CH3)2
-C(CH3)3
Both are equally favored
1,3-DIAXIAL INTERACTIONS FOR SEVERAL COMMON SUBSTITUENTS
SUBSTITUENT 1,3-DIAXIAL INTERACTIONS EQUATORIAL-AXIAL RATIO
(AT EQUILIBRIUM)
70:30
83:17
95:5
96:4
97:3
9999:1
Cannot be determined
Chair 2
Chair 1
Et
(KJ/MOL)
2.0
4.2
7.6
8.0
2
9.2
22.8
O
Et](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe97f5530-6101-467f-9c3e-9474d24cd06a%2Fe7f1fb06-2767-4822-b394-f55dbdb0247c%2Fomeun2l_processed.png&w=3840&q=75)
Transcribed Image Text:Consider the below chair equilibrium. Which chair configuration will be favored in the equilibrium?
CI
TABLE 4.8
CI
-Cl
-OH
-CH3
-CH₂ CH3
-CH(CH3)2
-C(CH3)3
Both are equally favored
1,3-DIAXIAL INTERACTIONS FOR SEVERAL COMMON SUBSTITUENTS
SUBSTITUENT 1,3-DIAXIAL INTERACTIONS EQUATORIAL-AXIAL RATIO
(AT EQUILIBRIUM)
70:30
83:17
95:5
96:4
97:3
9999:1
Cannot be determined
Chair 2
Chair 1
Et
(KJ/MOL)
2.0
4.2
7.6
8.0
2
9.2
22.8
O
Et
Expert Solution
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Step 1: concept
There are two chair conformations and they are remain in equilibrium. Lower the energy of conformation leads to get this conformation as favored conformation at equilibrium.
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