Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
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?
Blurred answer
Students have asked these similar questions
1. Consider the solubility and boiling point of the following pair of compounds: n-butyl alcohol and diethyl ether. The boiling points for the compounds are 118 °C and 35 °C respectively. The solubility for both compounds is the same (8g/100g water). Explain this observation for (i) boiling point disparity; (ii) solubility similarity   a. H-bonds form in diethyl ether; n-butyl alcohol forms H-bonds in water b. H-bonds form in n-butyl alcohol; diethyl ether forms H-bonds in water c. H-bonds in n-butyl alcohol; Both compounds form H-bonds in water d. Both compounds form H-bonds; Both compounds form H-bonds in water   2. Account for the bond angle differences between (i) H-C-H (109.5°) in methane and H-S-H (90°); H-C-H (109.5°) and H-O-H (107.5°) in water. a. The H-S-H has two lone pairs; The H-O-H has two lone pairs b. The H-S-H has no hybridization at p-orbitals; The H-O-H has two lone pairs c. The H-S-H has two lone pairs; The H-O-H has no hybridization…
Carvone is the major constituent of spearmint oil. Draw the major organic product of the reaction of carvone with HOCH2CH2OH, HCI. Carvone • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material. + Sn 1
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.

Chapter 5 Solutions

Essential Organic Chemistry (3rd Edition)

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry: A Guided Inquiry
    Chemistry
    ISBN:9780618974122
    Author:Andrei Straumanis
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Chemistry: Matter and Change
    Chemistry
    ISBN:9780078746376
    Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
    Publisher:Glencoe/McGraw-Hill School Pub Co
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License