Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 16, Problem 24P
Interpretation Introduction

Interpretation:

The suitable oxidizing agents are to be suggested for oxidation of given alcohols.

Concept introduction:

When alcohol undergoes oxidation, it yields a carbonyl compound. Depending on the type of alcohol and the oxidizing agent, the carbonyl compound can be aldehyde, a ketone or a carboxylic acid.

Primary alcohols are oxidized either to an aldehyde or to a carboxylic acid. When oxidation is carried out in anhydrous medium, aldehydes are the major products. When water is present, carboxylic acids are formed.

By using the same reagents that oxidize primary alcohol, secondary alcohols oxidized to form ketone.

Tertiary alcohols cannot readily oxidize because they do not have H-C-O unit. This can be done only in the presence of stronger oxidizing agents and/or higher temperatures, which yields a complex mixtures of product.

Vicinal diols, on treatment with a string oxidizing agent like periodic acid, undergo oxidative cleavage. By breaking carbon-carbon bond, two carbonyl groups are formed

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE
Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH

Chapter 16 Solutions

Organic Chemistry - Standalone book

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