Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 7, Problem 12E

(a)

Interpretation Introduction

Interpretation: The molecule with the lowest potential energy needs to be drawn for the following condition:

  Organic Chemistry: A Guided Inquiry, Chapter 7, Problem 12E , additional homework tip  1

Here,

  R1, R2 and R3 all are methyl groups.

Concept Introduction: The molecule with lowest potential energy is most stable. In the chair conformation of the cyclohexane, the stable conformation is when large groups are present in the equatorial positions. The equatorial positions in the chair conformation points away from the ring thus, there is less steric hinderance.

(b)

Interpretation Introduction

Interpretation: The molecule with the lowest potential energy needs to be drawn for the following condition:

  Organic Chemistry: A Guided Inquiry, Chapter 7, Problem 12E , additional homework tip  2

Here, R1, R2 and R3 is methyl, t-butyl and methyl group respectively.

Concept Introduction: The molecule with lowest potential energy is most stable. In the chair conformation of the cyclohexane, the stable conformation is when large groups are present in the equatorial positions. The equatorial positions in the chair conformation points away from the ring thus, there is less steric hinderance.

(c)

Interpretation Introduction

Interpretation: The molecule with the lowest potential energy needs to be drawn for the following condition:

  Organic Chemistry: A Guided Inquiry, Chapter 7, Problem 12E , additional homework tip  3

Here, R1, R2 and R3 is methyl, ethyl and propyl group respectively.

Concept Introduction: The molecule with lowest potential energy is most stable. In the chair conformation of the cyclohexane, the stable conformation is when large groups are present in the equatorial positions. The equatorial positions in the chair conformation points away from the ring thus, there is less steric hinderance.

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4. What are the absolute configurations of these two molecules? SH 6. (A) H 5. Which Newman projection represents the most stable conformation of 3-methylpentane when viewed down the 2-3 carbon-carbon bond? CH₂CH3 H3C. H3C H Н (В) Which is/are optically inactive? Н. ОН CH3 H3C, CH₂CH3 HTH Н H₂CH₂C H3C I CH3 ОН I CH3 НО CO₂H Н. (C) H3C CH3 LOH II Н CH3 H H н CH₂Br HOCH 3 CH₂CH3 CH3 III CH₂CH3 II (D) CH₂CH3 OH -H OH CH3 III H3C. H3C H Н CH₂CH3 CH3
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