EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
7th Edition
ISBN: 9780100853188
Author: STOKER
Publisher: YUZU
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Chapter 15, Problem 15.86EP

(a)

Interpretation Introduction

Interpretation:

Among the three compounds which will react with K2Cr2O7 has to be given.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Aldehyde undergoes oxidation to give carboxylic acid as the product while ketone does not undergo oxidation reaction.

The reverse of oxidation reaction is reduction reaction.  Reduction of aldehyde gives primary alcohol as the product and reduction of ketone gives secondary alcohol as the product.  Reduction can be accomplished using hydrogen gas and a metal catalyst namely nickel.

(b)

Interpretation Introduction

Interpretation:

The compounds that will react with the Tollen’s solution has to be identified.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Aldehyde undergoes oxidation to give carboxylic acid as the product while ketone does not undergo oxidation reaction.

Tollen’s test:

This is also known as silver mirror test.  The reagent that is used in Tollen’s test is silver nitrate and ammonia in water.  Aldehyde reacts with Tollen’s reagent, where the silver ion is reduced to silver metal and the aldehyde is oxidized to carboxylic acid.

EBK GENERAL, ORGANIC, AND BIOLOGICAL CH, Chapter 15, Problem 15.86EP , additional homework tip  1

Ketone does not undergo Tollen’s test to deposit silver metal.

(c)

Interpretation Introduction

Interpretation:

The compounds that will react with the Benedict’s solution has to be identified.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Aldehyde undergoes oxidation to give carboxylic acid as the product while ketone does not undergo oxidation reaction.

Benedict’s test:

This test is also similar to Tollen’s test.  In this test, Cu2+ metal ion is used as oxidizing agent.  The Cu2+ ion is reduced to Cu+ ion while the aldehyde is oxidized to carboxylic acid.  Cu2O is precipitated as brick-red solid.  Ketone does not answer the Benedict’s test.  This is because ketone are not oxidized.

EBK GENERAL, ORGANIC, AND BIOLOGICAL CH, Chapter 15, Problem 15.86EP , additional homework tip  2

(d)

Interpretation Introduction

Interpretation:

Among the three compounds which will react with H2, Ni catalyst has to be given.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Aldehyde undergoes oxidation to give carboxylic acid as the product while ketone does not undergo oxidation reaction.

The reverse of oxidation reaction is reduction reaction.  Reduction of aldehyde gives primary alcohol as the product and reduction of ketone gives secondary alcohol as the product.  Reduction can be accomplished using hydrogen gas and a metal catalyst namely nickel.

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Chapter 15 Solutions

EBK GENERAL, ORGANIC, AND BIOLOGICAL CH

Ch. 15.4 - Prob. 3QQCh. 15.4 - Prob. 4QQCh. 15.4 - Prob. 5QQCh. 15.5 - Prob. 1QQCh. 15.5 - Prob. 2QQCh. 15.5 - Prob. 3QQCh. 15.5 - Prob. 4QQCh. 15.5 - Prob. 5QQCh. 15.6 - Prob. 1QQCh. 15.6 - Prob. 2QQCh. 15.6 - Prob. 3QQCh. 15.7 - Prob. 1QQCh. 15.7 - Prob. 2QQCh. 15.8 - Prob. 1QQCh. 15.8 - Prob. 2QQCh. 15.9 - Prob. 1QQCh. 15.9 - Prob. 2QQCh. 15.10 - Prob. 1QQCh. 15.10 - Prob. 2QQCh. 15.10 - Prob. 3QQCh. 15.10 - Prob. 4QQCh. 15.11 - Prob. 1QQCh. 15.11 - Prob. 2QQCh. 15.11 - Prob. 3QQCh. 15.11 - Prob. 4QQCh. 15.11 - Prob. 5QQCh. 15.12 - Prob. 1QQCh. 15.12 - Prob. 2QQCh. 15 - Prob. 15.1EPCh. 15 - Prob. 15.2EPCh. 15 - Prob. 15.3EPCh. 15 - In terms of polarity, which carbonyl group atom...Ch. 15 - Prob. 15.5EPCh. 15 - What is the geometrical arrangement for the atoms...Ch. 15 - Prob. 15.7EPCh. 15 - Prob. 15.8EPCh. 15 - Prob. 15.9EPCh. 15 - Prob. 15.10EPCh. 15 - Prob. 15.11EPCh. 15 - Classify each of the following structures as an...Ch. 15 - Prob. 15.13EPCh. 15 - Prob. 15.14EPCh. 15 - Prob. 15.15EPCh. 15 - Prob. 15.16EPCh. 15 - Prob. 15.17EPCh. 15 - Prob. 15.18EPCh. 15 - Prob. 15.19EPCh. 15 - Prob. 15.20EPCh. 15 - Prob. 15.21EPCh. 15 - Prob. 15.22EPCh. 15 - Prob. 15.23EPCh. 15 - Prob. 15.24EPCh. 15 - Prob. 15.25EPCh. 15 - Prob. 15.26EPCh. 15 - Prob. 15.27EPCh. 15 - Prob. 15.28EPCh. 15 - Prob. 15.29EPCh. 15 - Prob. 15.30EPCh. 15 - Prob. 15.31EPCh. 15 - Prob. 15.32EPCh. 15 - Prob. 15.33EPCh. 15 - Prob. 15.34EPCh. 15 - Prob. 15.35EPCh. 15 - Prob. 15.36EPCh. 15 - Prob. 15.37EPCh. 15 - Prob. 15.38EPCh. 15 - Prob. 15.39EPCh. 15 - Prob. 15.40EPCh. 15 - Draw a structural formula for each of the...Ch. 15 - Prob. 15.42EPCh. 15 - Prob. 15.43EPCh. 15 - Prob. 15.44EPCh. 15 - Prob. 15.45EPCh. 15 - Prob. 15.46EPCh. 15 - Prob. 15.47EPCh. 15 - Prob. 15.48EPCh. 15 - Prob. 15.49EPCh. 15 - Prob. 15.50EPCh. 15 - Prob. 15.51EPCh. 15 - Prob. 15.52EPCh. 15 - Prob. 15.53EPCh. 15 - Prob. 15.54EPCh. 15 - Prob. 15.55EPCh. 15 - Prob. 15.56EPCh. 15 - Prob. 15.57EPCh. 15 - Prob. 15.58EPCh. 15 - Prob. 15.59EPCh. 15 - Prob. 15.60EPCh. 15 - Prob. 15.61EPCh. 15 - Prob. 15.62EPCh. 15 - Prob. 15.63EPCh. 15 - Prob. 15.64EPCh. 15 - Prob. 15.65EPCh. 15 - Prob. 15.66EPCh. 15 - Prob. 15.67EPCh. 15 - Which member in each of the following pairs of...Ch. 15 - Prob. 15.69EPCh. 15 - Prob. 15.70EPCh. 15 - Prob. 15.71EPCh. 15 - Prob. 15.72EPCh. 15 - Prob. 15.73EPCh. 15 - Prob. 15.74EPCh. 15 - Prob. 15.75EPCh. 15 - Prob. 15.76EPCh. 15 - Prob. 15.77EPCh. 15 - Prob. 15.78EPCh. 15 - Prob. 15.79EPCh. 15 - What is the chemical formula of the inorganic...Ch. 15 - Prob. 15.81EPCh. 15 - Which of the following compounds would react with...Ch. 15 - Prob. 15.83EPCh. 15 - Prob. 15.84EPCh. 15 - Which of the three compounds pentanal,...Ch. 15 - Prob. 15.86EPCh. 15 - Prob. 15.87EPCh. 15 - Prob. 15.88EPCh. 15 - Prob. 15.89EPCh. 15 - Prob. 15.90EPCh. 15 - Prob. 15.91EPCh. 15 - Prob. 15.92EPCh. 15 - Which carbon atom is the hemiacetal carbon atom in...Ch. 15 - Prob. 15.94EPCh. 15 - Prob. 15.95EPCh. 15 - Prob. 15.96EPCh. 15 - Prob. 15.97EPCh. 15 - Prob. 15.98EPCh. 15 - Prob. 15.99EPCh. 15 - Prob. 15.100EPCh. 15 - Prob. 15.101EPCh. 15 - Prob. 15.102EPCh. 15 - Prob. 15.103EPCh. 15 - Prob. 15.104EPCh. 15 - Prob. 15.105EPCh. 15 - Prob. 15.106EPCh. 15 - Prob. 15.107EPCh. 15 - Prob. 15.108EPCh. 15 - Prob. 15.109EPCh. 15 - Prob. 15.110EPCh. 15 - Prob. 15.111EPCh. 15 - Prob. 15.112EPCh. 15 - Prob. 15.113EPCh. 15 - Prob. 15.114EPCh. 15 - Prob. 15.115EPCh. 15 - Prob. 15.116EPCh. 15 - Prob. 15.117EPCh. 15 - Prob. 15.118EP
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