Question

Which of the following two conformations of cis-2-methylcyclohexanol is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol Substituent kJ/mol -CN, cyano 0.4 -NH2 2.95 -F 0.5 -COOH 2.95 -C?CH, ethynyl 0.85 -CH=CH2 3.55 -I 0.95 -CH3 3.64 -Cl 1.1 -CH2CH3 3.65 -Br 1.2 -CH(CH3)2 4.5 -OH 1.95 -C(CH3)3 10.5 -C6H5 6.3 The most stable conformation is The energy difference is kJ/mol

          Which of the following two conformations of cis-2-methylcyclohexanol is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.

1,3-Diaxial Strain Energies for Monosubstituted
Cyclohexanes
Substituent kJ/mol Substituent kJ/mol
-CN, cyano 0.4 -NH2 2.95
-F 0.5 -COOH 2.95
-C?CH, ethynyl 0.85 -CH=CH2 3.55
-I 0.95 -CH3 3.64
-Cl 1.1 -CH2CH3 3.65
-Br 1.2 -CH(CH3)2 4.5
-OH 1.95 -C(CH3)3 10.5
-C6H5 6.3

The most stable conformation is
The energy difference is kJ/mol

Which of the following two conformations of cis-2-methylcyclohexanol is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.

1,3-Diaxial Strain Energies for Monosubstituted
Cyclohexanes
Substituent kJ/mol Substituent kJ/mol
-CN, cyano 0.4 -NH2 2.95
-F 0.5 -COOH 2.95
-C?CH, ethynyl 0.85 -CH=CH2 3.55
-I 0.95 -CH3 3.64
-Cl 1.1 -CH2CH3 3.65
-Br 1.2 -CH(CH3)2 4.5
-OH 1.95 -C(CH3)3 10.5
-C6H5 6.3

The most stable conformation is
The energy difference is kJ/mol

Added by Olivia P.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Supreeta N

03/27/2023

Step 1

There are two possible conformations: one with the methyl group (CH3) in the axial position and the hydroxyl group (OH) in the equatorial position, and the other with the methyl group in the equatorial position and the hydroxyl group in the axial position. Show more…

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Which of the following two conformations of cis-2-methylcyclohexanol is more stable? Use the strain energy increments in the table below to estimate the energy difference (a positive number) between them: 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol CN; cyano 0.4 COOH 2.95 CII-CH2 0.5 CCH; ethynyl 2.95 C(CH3)2 0.85 CH(CH3)3 3.55 CICH; 0.95 CH(CH3)2 3.64 C(CH3)3 3.65 -OH 10.5 C6H5 CoH5 CH3 CH3 The most stable conformation is The energy difference is kJ/mol