Chair conformations of given compound should be drawn and most stable conformer is needed to be predicted between them and stable conformation at equilibrium also needed to be find. 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: After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial. Stereochemistry conversions in chair conformation are shown below. Substituent position cis trans 1,2 position (a,e) or (e,a) (a,a) or (e,e) 1,3 position (a,a) or (e,e) (a,e) or (e,a) 1,4 position (a,e) or (e,a) (a,a) or (e,e)

Question

Try: Convert the given 3D perspective structure to Newman projection about C2 - C3 bond (C2 carbon in the front). Also, show Newman projection of other possible staggered conformers and circle the most stable conformation. Use the template shown. F H3C Br H

Answer 1

Question

Chapter 4, Problem 67IP

(a)

Interpretation Introduction

Interpretation:

Chair conformations of given compound should be drawn and most stable conformer is needed to be predicted between them and stable conformation at equilibrium also needed to be find.

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:

After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial.

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

(b)

Interpretation Introduction

Interpretation:

Chair conformations of given compound should be drawn and most stable conformer is needed to be predicted between them and stable conformation at equilibrium also needed to be find.

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:

After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial.

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

(c)

Interpretation Introduction

Interpretation:

Chair conformations of given compound should be drawn and most stable conformer is needed to be predicted between them and stable conformation at equilibrium also needed to be find.

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:

After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial.

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

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Try: Convert the given 3D perspective structure to Newman projection about C2 - C3 bond (C2 carbon in the front). Also, show Newman projection of other possible staggered conformers and circle the most stable conformation. Use the template shown. F H3C Br H

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