Following is the structural formula and a ball-and-stick model of cholestanol. The only difference between this compound and cholesterol a carbon-carbon double bond in ring B. is that cholesterol has CH3 CH3 H D BH H НО H Cholestanol

Following is the structural formula and a ball-and-stick model of cholestanol. The only difference between this compound and cholesterol a carbon-carbon double bond in ring B. is that cholesterol has CH3 CH3 H D BH H НО H Cholestanol

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter16: Synthesis Workshop 1

Section: Chapter Questions

Problem 25CTQ

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Question

Is the methyl group at the junction of rings C and D axial or equatorial to ring C?

Following is the structural formula and a ball-and-stick model of cholestanol. The only
difference between this compound and cholesterol
a carbon-carbon double bond in ring B.
is that cholesterol has
CH3
CH3
H
D
BH
H
НО
H
Cholestanol

Expert Solution

Step 1

A chair conformation is a way of showing a cyclohexane ring and its substituents. All bond angles are 109.5° and staggered to its adjacent carbon. It has equatorial and axial bonds. Equatorial bonds are perpendicular to the axis (up and down) of the ring, while axial bonds are parallel to the axis of the ring. In the figure below, axial is a and equatorial is e.

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