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3-44 Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2-C3 bond (a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial. (b) Label the higher-energy conformation and the lower-energy conformation. (c) The energy difference in these two conformations has been measured to be about 23 kJ (5.4 kcal) per mole. How much of this energy difference is due to the torsional energy of gauche relationships? (d) How much energy is due to the additional steric strain of the 1,3-diaxial interaction? Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable. (b) 3,3-dimethylhexane about the C3-C4 bond 3-45 3-46 (a) cis-1-ethyl-2-isopropyleyclohexane (c) cis-1-ethyl-3-methyleyclohexane (e) cis-l-ethyl-4-methylcyclohexane Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalin isomers is more stable. Explain your reasoning. (b) trans-1-ethyl-2-isopropylcyclohexane (d) trans-1-ethyl-3-methylcyclohexane () trans-1-ethyl-4-methylcyclohexane 3-47 WO

3-44 Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2-C3 bond (a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial. (b) Label the higher-energy conformation and the lower-energy conformation. (c) The energy difference in these two conformations has been measured to be about 23 kJ (5.4 kcal) per mole. How much of this energy difference is due to the torsional energy of gauche relationships? (d) How much energy is due to the additional steric strain of the 1,3-diaxial interaction? Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable. (b) 3,3-dimethylhexane about the C3-C4 bond 3-45 3-46 (a) cis-1-ethyl-2-isopropyleyclohexane (c) cis-1-ethyl-3-methyleyclohexane (e) cis-l-ethyl-4-methylcyclohexane Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalin isomers is more stable. Explain your reasoning. (b) trans-1-ethyl-2-isopropylcyclohexane (d) trans-1-ethyl-3-methylcyclohexane () trans-1-ethyl-4-methylcyclohexane 3-47 WO

Organic Chemistry
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
Chapter2: Alkanes And Cycloalkanes
Section2.5: Conformations Of Alkanes And Cycloalkanes
Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...
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pls answer 3-44
3-44 Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2-C3 bond (a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial. (b) Label the higher-energy conformation and the lower-energy conformation. (c) The energy difference in these two conformations has been measured to be about 23 kJ (5.4 kcal) per mole. How much of this energy difference is due to the torsional energy of gauche relationships? (d) How much energy is due to the additional steric strain of the 1,3-diaxial interaction? Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable. (b) 3,3-dimethylhexane about the C3-C4 bond 3-45 3-46 (a) cis-1-ethyl-2-isopropylcyclohexane (c) cis-l-ethyl-3-methylcyclohexane (e) cis-1-ethyl-4-methylcyclohexane Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalin isomers is more stable. Explain your reasoning. (b) trans-1-ethyl-2-isopropylcyclohexane (d) trans-1-ethyl-3-methylcyclohexane () trans-1-ethyl-4-methylcyclohexane 3-47
Transcribed Image Text:3-44 Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2-C3 bond (a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial. (b) Label the higher-energy conformation and the lower-energy conformation. (c) The energy difference in these two conformations has been measured to be about 23 kJ (5.4 kcal) per mole. How much of this energy difference is due to the torsional energy of gauche relationships? (d) How much energy is due to the additional steric strain of the 1,3-diaxial interaction? Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable. (b) 3,3-dimethylhexane about the C3-C4 bond 3-45 3-46 (a) cis-1-ethyl-2-isopropylcyclohexane (c) cis-l-ethyl-3-methylcyclohexane (e) cis-1-ethyl-4-methylcyclohexane Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalin isomers is more stable. Explain your reasoning. (b) trans-1-ethyl-2-isopropylcyclohexane (d) trans-1-ethyl-3-methylcyclohexane () trans-1-ethyl-4-methylcyclohexane 3-47
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