ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 21.8, Problem 18P
Interpretation Introduction

Interpretation: Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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From the given compound, choose the proton that best fits each given description. a CH2 CH 2 Cl b с CH2 F Most shielded: (Choose one) Least shielded: (Choose one) Highest chemical shift: (Choose one) Lowest chemical shift: (Choose one) ×
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For each of the given mass spectrum data, identify whether the compound contains chlorine, bromine, or neither. Compound m/z of M* peak m/z of M + 2 peak ratio of M+ : M + 2 peak Which element is present? A 122 no M + 2 peak not applicable (Choose one) B 78 80 3:1 (Choose one) C 227 229 1:1 (Choose one)

Chapter 21 Solutions

ORGANIC CHEMISTRY (LOOSELEAF)

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