ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 29.8, Problem 15P
Interpretation Introduction

(a)

Interpretation: A skeletal structure of the anabolic steroid 4-androstene-3,17-dione, also called “andro,” from the given description is to be drawn.

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 addition of all wedges and dashed wedges for all stereogenic centers to steroid 4-androstene-3,17-dione with the given information are 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.
(a) Draw four compounds with molecular formula CH120, each containing at least one different functional group. (b) Predict which compound has the highest boiling point, and explain your reasoning.
Identify which of the statements is/are correct. (i) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O. (j) The molecular formula of the smallest carboxylic acid is C2H4O2.
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