LL ORG CHEM
LL ORG CHEM
6th Edition
ISBN: 9781264840083
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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Part II. two unbranched ketone have molecular formulla (C8H100). El-ms showed that both of them have a molecular ion peak at m/2 =128. However ketone (A) has a fragment peak at m/2 = 99 and 72 while ketone (B) snowed a fragment peak at m/2 = 113 and 58. 9) Propose the most plausible structures for both ketones b) Explain how you arrived at your conclusion by drawing the Structures of the distinguishing fragments for each ketone, including their fragmentation mechanisms.
Part V. Draw the structure of compound tecla using the IR spectrum Cobtained from the compound in KBr pellet) and the mass spectrum as shown below. The mass spectrum of compound Tesla showed strong mt peak at 71. TRANSMITTANCE LOD Relative Intensity 100 MS-NW-1539 40 20 80 T 44 55 10 15 20 25 30 35 40 45 50 55 60 65 70 75 m/z D 4000 3000 2000 1500 1000 500 HAVENUMBERI-11
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