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 6, Problem 8CTQ

(a)

Interpretation Introduction

Interpretation:

The location of C2, C3, and C4of butane in model 4 that is Newman projection should be predicted.

Concept Introduction:

The spatial arrangement of atoms in a molecule obtained by rotation around carbon - carbon single bond is known as conformation.

(b)

Interpretation Introduction

Interpretation: Whether each member of the group sight down the C2-C3 bond of the model or not needs to be determined.

Concept Introduction:

The spatial arrangement of atoms in a molecule obtained by rotation around carbon - carbon single bond is known as conformation.

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1. Draw the most and least stable Newman projections for the following molecules (focus on C2 and C3). a. 2-chloro-2-fluoropentane b. 2,2-dimethylbutane c. 2-chloro-2-methylpentane d. 1,2-dibromoethane
Consider 1– Bromo – 2– methylbutane. A. Looking down at the C1:C2 bond draw the Newman projection with the lowest energy B. looking down at the C1:C2 bond draw the Newman projection highest energy
5. Chairs and E2 b. a. Draw the line-bond structure of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Draw both chair flips of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Showing all calculations, determine which is the more stable conformation. C. Which chair flip is able to undergo E2 elimination? Justify your answer. d. Show the product of such an E2 elimination using NaOEt as base.

Chapter 6 Solutions

Organic Chemistry: A Guided Inquiry

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