13. Given the following interactions, what is the difference in the amount of strain associated with the conformations shown? Me/Me gauche: 0.9 kcal/mol Me/H 1,3-diaxial: 0.9 kcal/mol OH/H 1,3-diaxial: 0.25 kcal/mol F (A) OH (B) Me Me Me (A) 0.4 kcal/mol (B) 0.9 kcal/mol (C) 1.3 kcal/mol (D) 1.8 kcal/mol 14. Which structure represents the most stable conformation of trans-1-chloro-3-fluorocyclohexane if the F/H and CV/H 1,3-diaxial interactions are 0.12 and 0.25 kcal/mol, respectively? (C) ring inversion F HO, Me Me (D) Me

Introduction to General, Organic and Biochemistry
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ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter19: Carboxylic Anhydrides, Esters, And Amides
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Problem 19.47P
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13. Given the following interactions, what is the difference in the amount of strain associated with the conformations shown?
Me/Me gauche:
Me/H 1,3-diaxial:
0.9 kcal/mol
0.9 kcal/mol
OH/H 1,3-diaxial: 0.25 kcal/mol
F
(A)
OH
(B)
Me
Me
Me
(A) 0.4 kcal/mol (B) 0.9 kcal/mol
(C) 1.3 kcal/mol (D) 1.8 kcal/mol
14. Which structure represents the most stable conformation of trans-1-chloro-3-fluorocyclohexane if the F/H and CV/H 1,3-diaxial
interactions are 0.12 and 0.25 kcal/mol, respectively?
(C)
ring inversion
F
HO, Me
Me
(D)
Me
Transcribed Image Text:13. Given the following interactions, what is the difference in the amount of strain associated with the conformations shown? Me/Me gauche: Me/H 1,3-diaxial: 0.9 kcal/mol 0.9 kcal/mol OH/H 1,3-diaxial: 0.25 kcal/mol F (A) OH (B) Me Me Me (A) 0.4 kcal/mol (B) 0.9 kcal/mol (C) 1.3 kcal/mol (D) 1.8 kcal/mol 14. Which structure represents the most stable conformation of trans-1-chloro-3-fluorocyclohexane if the F/H and CV/H 1,3-diaxial interactions are 0.12 and 0.25 kcal/mol, respectively? (C) ring inversion F HO, Me Me (D) Me
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