Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
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Chapter 4.9, Problem 30P
Interpretation Introduction

Interpretation:

From the given information, the configuration of naproxen should be determined.

Concept Introduction:

Enantiomeric excess:

The equal amount of isomers in the mixture is called racemic mixture and it has 0 specific rotation so it is optically inactive value.

If a mixture contains unequal mixture of isomers means it can be optically active but the specific rotation value can varied by which enantiomer is present more than other isomer.

The excess of one isomer than other isomer in the mixture is known as enantiomeric excess (ee %), it is given by

ee%observed specific rotationspecific rotation of the pure enantiomer×100

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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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