ORGANIC CHEM. - ACCESS PKG+MODELING KIT
ORGANIC CHEM. - ACCESS PKG+MODELING KIT
4th Edition
ISBN: 9781119838746
Author: Klein
Publisher: WILEY
Question
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Chapter 4, Problem 73IP

(a)

Interpretation Introduction

Interpretation:

Most stable conformer should be found between the given two chair conformations.

Concept introduction:

  • Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

    Example:

    ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 4, Problem 73IP , additional homework tip  1

  • Newman projection: Newman projection of molecule is one type of representations for the alkanes, where the projection visualization from one carbon to another carbon. In this Newman projection, front carbon which represented with dot is called proximal and the back carbon which represented with circle is called distal.

    ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 4, Problem 73IP , additional homework tip  2

The most stable conformation in the Newman projection is the one which has least steric hindrance among all conformations.

(b)

Interpretation Introduction

Interpretation:

The isomer is needed to be found which cannot perform ring flip.

Concept introduction:

  • Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

    Example:

    ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 4, Problem 73IP , additional homework tip  3

  • Newman projection: Newman projection of molecule is one type of representations for the alkanes, where the projection visualization from one carbon to another carbon. In this Newman projection, front carbon which represented with dot is called proximal and the back carbon which represented with circle is called distal.

    ORGANIC CHEM. - ACCESS PKG+MODELING KIT, Chapter 4, Problem 73IP , additional homework tip  4

The most stable conformation in the Newman projection is the one which has least steric hindrance among all conformations.

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Students have asked these similar questions
20.21 Predict the major product formed by 1,4-addition of HCI to cyclopentadiene. 20.22 Draw structural formulas for the two constitutional isomers with the molecular for- mula C₂H,Br, formed by adding one mole of Br, to cyclopentadiene.
Add substituents to draw the conformer below (sighting down the indicated bond), then rotate the back carbon to provide the conformation that will be capable of an E2 elimination. R/S stereochemistry is graded. + I I H CH3 Ph Досн Br OCH 3 Drawing Q H Atoms, Bonds and Rings Charges Tap a node to see suggestions. H H H H H Undo Reset Remove Done Rotate
20.17 Predict the structure of the major product formed by 1,2-addition of HBr to 3-methylenecyclohexene. 3-Methylenecyclohexene 20.18 Predict the major product formed by 1,4-addition of HBr to 3-methylenecyclohexene.
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