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Chemistry

9th Edition
Steven S. Zumdahl
ISBN: 9781133611097

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Chemistry

9th Edition
Steven S. Zumdahl
ISBN: 9781133611097
Textbook Problem

Three different organic compounds have the formula C3H8O. Only two of these isomers react with KMnO4 (a strong oxidizing agent). What are the names of the products when these isomers react with excess KMnO4?

Interpretation Introduction

Interpretation: The products formed when the isomers of the given compound react with excess KMnO4 are to be named.

Concept introduction: Acidified potassium permanganate is a strong oxidizing agent. It oxidizes primary alcohols first to an aldehyde which is then finally oxidized to carboxylic acids and secondary alcohols to ketones respectively. The oxidation of tertiary alcohols by KMnO4 is resistant under identical conditions. It generally reacts with alkenes, alcohols, aldehydes and aromatic side chains.

To determine: The name of the products for the reaction of isomer of C3H8O with excess KMnO4 .

Explanation

Explanation

The structures of isomers of C3H8O are,

Figure 1

The chemical formula of the given compound is C3H8O . The possible isomers of this compound are propanol, 2-propanol and methoxy-ethane shown in Figure 1.

The reactions of the isomers of C3H8O with KMnO4 are shown in Figure 2.

Explanation

The reactions of propanol and 2-propanol with KMnO4 are,

Figure 2

Propanol is a primary alcohol that is oxidized to carboxylic acid (propanoic acid) and 2-propanol is a secondary alcohol oxidized to ketone (propanone) by potassium permanganate. In primary alcohols, the oxygen that is inserted between the carbon and the hydrogen in the aldehyde group to give carboxylic acid is present but in secondary alcohols there is no such type of hydrogen and hence, secondary alcohols oxidizes to ketone only and do not show further oxidation reaction

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Chapter 22 Solutions

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Ch-22 P-11RQCh-22 P-12RQCh-22 P-1QCh-22 P-2QCh-22 P-3QCh-22 P-4QCh-22 P-5QCh-22 P-6QCh-22 P-7QCh-22 P-8QCh-22 P-9QCh-22 P-10QCh-22 P-11QCh-22 P-12QCh-22 P-13ECh-22 P-14ECh-22 P-15ECh-22 P-16ECh-22 P-17ECh-22 P-18ECh-22 P-19ECh-22 P-20ECh-22 P-21ECh-22 P-22ECh-22 P-23ECh-22 P-24ECh-22 P-25ECh-22 P-26ECh-22 P-27ECh-22 P-28ECh-22 P-29ECh-22 P-30ECh-22 P-31ECh-22 P-32ECh-22 P-33ECh-22 P-34ECh-22 P-35ECh-22 P-36ECh-22 P-37ECh-22 P-38ECh-22 P-39ECh-22 P-40ECh-22 P-41ECh-22 P-42ECh-22 P-43ECh-22 P-44ECh-22 P-45ECh-22 P-46ECh-22 P-47ECh-22 P-48ECh-22 P-49ECh-22 P-50ECh-22 P-51ECh-22 P-52ECh-22 P-53ECh-22 P-54ECh-22 P-55ECh-22 P-56ECh-22 P-57ECh-22 P-58ECh-22 P-59ECh-22 P-60ECh-22 P-61ECh-22 P-62ECh-22 P-63ECh-22 P-64ECh-22 P-65ECh-22 P-66ECh-22 P-67ECh-22 P-68ECh-22 P-69ECh-22 P-70ECh-22 P-71ECh-22 P-72ECh-22 P-73ECh-22 P-74ECh-22 P-75ECh-22 P-76ECh-22 P-77ECh-22 P-78ECh-22 P-79ECh-22 P-80ECh-22 P-81ECh-22 P-82ECh-22 P-83ECh-22 P-84ECh-22 P-85ECh-22 P-86ECh-22 P-87ECh-22 P-88ECh-22 P-89ECh-22 P-90ECh-22 P-91ECh-22 P-92ECh-22 P-93ECh-22 P-94ECh-22 P-95ECh-22 P-96ECh-22 P-97ECh-22 P-98ECh-22 P-99ECh-22 P-100ECh-22 P-101ECh-22 P-102ECh-22 P-103ECh-22 P-104ECh-22 P-105ECh-22 P-106ECh-22 P-107ECh-22 P-108ECh-22 P-109ECh-22 P-110ECh-22 P-111AECh-22 P-112AECh-22 P-113AECh-22 P-114AECh-22 P-115AECh-22 P-116AECh-22 P-117AECh-22 P-118AECh-22 P-119AECh-22 P-120AECh-22 P-121AECh-22 P-122AECh-22 P-123AECh-22 P-124AECh-22 P-125AECh-22 P-126AECh-22 P-127AECh-22 P-128AECh-22 P-129AECh-22 P-130AECh-22 P-131AECh-22 P-132AECh-22 P-133AECh-22 P-134AECh-22 P-135AECh-22 P-136AECh-22 P-137CWPCh-22 P-138CWPCh-22 P-139CWPCh-22 P-140CWPCh-22 P-141CWPCh-22 P-142CWPCh-22 P-143CWPCh-22 P-144CWPCh-22 P-145CPCh-22 P-146CPCh-22 P-147CPCh-22 P-148CPCh-22 P-149CPCh-22 P-150CPCh-22 P-151CPCh-22 P-152CPCh-22 P-153CPCh-22 P-154CPCh-22 P-155CPCh-22 P-156CPCh-22 P-157CPCh-22 P-158CPCh-22 P-159IPCh-22 P-160IPCh-22 P-161MPCh-22 P-162MP

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