Molecule #2: tritertbutylmethane C P opy aste C CH3 H3C CH3 CH3 H;C CH3 ChemDoodle Correct name: 2,6-dimethyl-4-tertiarybutylheptane

Chemistry
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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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Molecule #2: tritertbutylmethane
C
P
opy
aste
CH3
H3C
CH3
`CH3
H3C
CH3
ChemDoodle
Correct name: 2,6-dimethyl-4-tertiarybutylheptane
Transcribed Image Text:Molecule #2: tritertbutylmethane C P opy aste CH3 H3C CH3 `CH3 H3C CH3 ChemDoodle Correct name: 2,6-dimethyl-4-tertiarybutylheptane
Following are the alternative chair conformations for trans-1-bromo-2-methylcyclohexane:
Br
Br
CH3
ČH3
A
Using the data for AG for monosubstituted cyclohexanes at room temperature (25°C) and the representative value* for the gauche interaction of two
equatorially positioned substituents in the 1,2-position:
equatorial
Group
NH2
axial
Group
AG° (kJ/mol)
AG° (kJ/mol)
C=N
-0.8
-5.9
Br
-2.4
CH3
-7.3
OH
-3.9
1,2-gauche
3.8
a) Calculate the difference in the Gibbs free energy between the second and first conformation including the algebraic sign.
kJ/mol
b) Given your value in (a), calculate the percent of the chair, indicated as B, presented in an equilibrium mixture of the conformers at 25°C.
*The actual value will depend on the substituents.
The values of the gas constant and the temperature for 25°C are 8.314 JK-'mol and 298 K respectively.
Transcribed Image Text:Following are the alternative chair conformations for trans-1-bromo-2-methylcyclohexane: Br Br CH3 ČH3 A Using the data for AG for monosubstituted cyclohexanes at room temperature (25°C) and the representative value* for the gauche interaction of two equatorially positioned substituents in the 1,2-position: equatorial Group NH2 axial Group AG° (kJ/mol) AG° (kJ/mol) C=N -0.8 -5.9 Br -2.4 CH3 -7.3 OH -3.9 1,2-gauche 3.8 a) Calculate the difference in the Gibbs free energy between the second and first conformation including the algebraic sign. kJ/mol b) Given your value in (a), calculate the percent of the chair, indicated as B, presented in an equilibrium mixture of the conformers at 25°C. *The actual value will depend on the substituents. The values of the gas constant and the temperature for 25°C are 8.314 JK-'mol and 298 K respectively.
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