One of the chair conformations of cis-1-chloro-3-methylcyclohexane is more stable than the other by 15.5 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial interaction between a chlorine atom and a methyl group. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes kJ/mol Substituent Substituent kJ/mol -NH2 -CN, cyano 0.4 2.95 -F 0.5 -COOH 2.95 -C=CH, ethynyl 0.85 -CH=CH2 3.55 -CH3 -I 0.95 3.64 -CH2CH3 -Cl 3.65 1.1 -CH(CH3)2 1.2 4.5 -Br -C(CH3)3 10.5 -ОН 1.95 -CGH5 6.3 (Round your answer to one decimal place.) kJ/mol

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One of the chair conformations of cis-1-chloro-3-methylcyclohexane is more stable than the other by 15.5 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial
interaction between a chlorine atom and a methyl group.
1,3-Diaxial Strain Energies for Monosubstituted
Cyclohexanes
kJ/mol
Substituent
Substituent kJ/mol
-NH2
-CN, cyano
0.4
2.95
-F
0.5
-COOH
2.95
-C=CH, ethynyl 0.85
-CH=CH2
3.55
-CH3
-I
0.95
3.64
-CH2CH3
-Cl
3.65
1.1
-CH(CH3)2
1.2
4.5
-Br
-C(CH3)3
10.5
-ОН
1.95
-CGH5
6.3
(Round your answer to one decimal place.)
kJ/mol
Transcribed Image Text:One of the chair conformations of cis-1-chloro-3-methylcyclohexane is more stable than the other by 15.5 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial interaction between a chlorine atom and a methyl group. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes kJ/mol Substituent Substituent kJ/mol -NH2 -CN, cyano 0.4 2.95 -F 0.5 -COOH 2.95 -C=CH, ethynyl 0.85 -CH=CH2 3.55 -CH3 -I 0.95 3.64 -CH2CH3 -Cl 3.65 1.1 -CH(CH3)2 1.2 4.5 -Br -C(CH3)3 10.5 -ОН 1.95 -CGH5 6.3 (Round your answer to one decimal place.) kJ/mol
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