We saw that the energy cost of an axial methyl is 1.8 kcal/mol; therefore, we might expect cis-1,3-dimethylcyclohexane to have chair conformations with a difference in totalenergy of 3.6 kcal/mol. 1. Is the calculated energy difference in cis-1,3-dimethylcyclohexane higher or lower than expected? Propose an explanation for the difference between the expected energy difference and the calculated energy difference in cis-1,3-dimethylcyclohexane. (Limit your answer to 10 words or fewer) 2. Recall that an axial methyl is typically worth around 1.8 kcal/mol. Propose an explanation for the difference in the value above for 1-methyltetrahydropyran. (Limit your answer to 10 words or less)
We saw that the energy cost of an axial methyl is 1.8 kcal/mol; therefore, we might expect cis-1,3-dimethylcyclohexane to have chair conformations with a difference in totalenergy of 3.6 kcal/mol.
1. Is the calculated energy difference in cis-1,3-dimethylcyclohexane higher or lower than expected? Propose an explanation for the difference between the expected energy difference and the calculated energy difference in cis-1,3-dimethylcyclohexane. (Limit your answer to 10 words or fewer)
2. Recall that an axial methyl is typically worth around 1.8 kcal/mol. Propose an explanation for the difference in the value above for 1-methyltetrahydropyran. (Limit your answer to 10 words or less)
3. Would you expect the difference in strain energy between the chairs of 5-methyl-1,3-dioxane to be greater than or less than that of 1-methyltetrahydropyran? Is it GREATER THAN or LESS THAN?
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