Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
7th Edition
ISBN: 9781305081086
Author: STOKER, H. Stephen
Publisher: Brooks Cole
bartleby

Concept explainers

Question
Book Icon
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.

Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th, 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.

Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th, 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.

Blurred answer
Students have asked these similar questions
Alcohols contain which functional group? amine thiol amide hydroxyl
1. Which of the following structural features is possessed by aldehydes but not ketones? a. At least one hydroxyl group is bonded to the carbonyl carbon atom.  b. At least one hydrogen atom is bonded to the carbonyl carbon atom. c. The carbonyl carbon atom is bonded to two other carbon atoms. d. The carbonyl carbon atom is part of a ring structure.   2. What is the IUPAC name of the following compound in the attached photo? a. 3-chloro-4-nitrobenzoic acid b. 2-chloro-4-carboxynitrobenzene c. 2-nitro-5-carboxychlorobenzene d. 2-chloro-1-nitro-4-benzoic acid   3. Which of the following is the correct bond-line structure for CH3C≡C(CH2)2CH(CH3)2? a. Structure I b. Structure II c. Structure III d. Structure IV
Which of the following compounds can react with C2H5MgBr to give 3-pentanol?   a.acetone   b.ethanal   c.acetic acid   d.ethyl formate

Chapter 15 Solutions

Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th

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
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co