PKG ORGANIC CHEMISTRY
PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 31, Problem 31.19P
Interpretation Introduction

(a)

Interpretation: The conversion of given ball-and-stick model of androsterone to a skeletal structure using wedges and dashed wedges around all stereogenic centers is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

Interpretation Introduction

(b)

Interpretation: The conversion of given ball-and-stick model of androsterone to a three dimensional representation using chair cyclohexane rings is to be stated.

Concept introduction: Steroids, a group of tetracyclic lipids composed of one five-membered ring and three six-membered rings. These rings are lettered by A, B, C, and D. Most of the steroids contain two angular methyl groups. These methyl groups are numbered as C18 and C19 respectively.

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(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3,17-dione, also called "andro," from the following description. Andro contains the tetracyclic steroid skeieton with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13. (b) Add wedges and dashes for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.
(1) Draw the LINE-ANGLE structure of 2, 2-diiodopentane. (2) Convert this achiral compound to one chiral compound by simply changing the position of 2 atoms (or groups) in the structure.
Draw the structures of (a) 6-methyl-3-heptanol and (b) trans-2-methylcyclohexanol

Chapter 31 Solutions

PKG ORGANIC CHEMISTRY

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