Consider the below chair equilibrium. Which chair configuration will be favored in the equilibrium? CI ō Et CI 오 Et G

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
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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
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
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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