Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 5, Problem 40P
  1. a. The ΔG° for conversion of “axial” fluorocyclohexane to “equatorial” fluorocyclohexane at 25 °C is −0.25 kcal/mol. Calculate the percentage of fluorocyclohexane molecules that have the fluoro substituent in an equatorial position at equilibrium.
  2. b. Do the same calculation for isopropylcyclohexane (its ΔG ° value at 25 °C is −2.1 kcal/mol).
  3. c. Why is the percentage of molecules with the substituent in an equatorial position greater for isopropylcyclohexane?
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Specify which compound from 2-methyl-2-butanol or 2-butanol and 1-Methylcyclopentanol or cyclohexanol compound pairs will convert to alkyl bromide faster with HBr. Write down the reactions for fast-converting alcohols
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The G° for conversion of “axial” fluorocyclohexane to “equatorial” fluorocyclohexane at 25 °C is -0.25 kcal>mol. Calculate the percentage of fluorocyclohexane molecules that have the fluoro substituent in an equatorial position at equilibrium.

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Essential Organic Chemistry (3rd Edition)

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