General, Organic, and Biological Chemistry
General, Organic, and Biological Chemistry
7th Edition
ISBN: 9781285853918
Author: H. Stephen Stoker
Publisher: Cengage Learning
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Chapter 15, Problem 15.65EP

(a)

Interpretation Introduction

Interpretation:

The compound that has higher solubility in water among the given pair has to be identified.

Concept Introduction:

Carbonyl groups are the one which contain a double bond between carbon and oxygen atom.  Aldehydes and ketones possess this carbonyl functional group in it.  The structural representation of a carbonyl group can be given as shown below,

General, Organic, and Biological Chemistry, Chapter 15, Problem 15.65EP , additional homework tip  1

Aldehydes contain a carbonyl group that contains a hydrogen atom and a carbon atom bonded to it.  Aldehyde that has one and two carbon atoms are gas at room temperature.  The physical state of aldehyde that contains three carbon atoms to eleven carbon atoms that are not branched is liquid at room temperature.  Aldehydes that contain more than eleven carbon atoms are solid at room temperature.

Ketones contain a carbonyl group that contains two carbon atoms bonded to it.  For a compound to be ketone, a minimum of three carbon atom is required.  Ketones that contain three carbon atoms to eight carbon atoms which have the carbonyl group at the second carbon atom are liquid at room temperature.

Solubility of aldehydes and ketones depend upon the length of the carbon chain.  Those contain less than six carbon atoms are soluble in both water and organic solvents.  Aldehydes and ketones that contain six or more carbon atoms are not soluble in water but soluble in organic solvents only.  Solubility of smaller ketones and aldehydes are result of the hydrogen bond formation between the lone pairs of oxygen atom and the hydrogen atom in the water molecule.

(b)

Interpretation Introduction

Interpretation:

The compound that has higher solubility in water among the given pair has to be identified.

Concept Introduction:

Carbonyl groups are the one which contain a double bond between carbon and oxygen atom.  Aldehydes and ketones possess this carbonyl functional group in it.  The structural representation of a carbonyl group can be given as shown below,

General, Organic, and Biological Chemistry, Chapter 15, Problem 15.65EP , additional homework tip  2

Aldehydes contain a carbonyl group that contains a hydrogen atom and a carbon atom bonded to it.  Aldehyde that has one and two carbon atoms are gas at room temperature.  The physical state of aldehyde that contains three carbon atoms to eleven carbon atoms that are not branched is liquid at room temperature.  Aldehydes that contain more than eleven carbon atoms are solid at room temperature.

Ketones contain a carbonyl group that contains two carbon atoms bonded to it.  For a compound to be ketone, a minimum of three carbon atom is required.  Ketones that contain three carbon atoms to eight carbon atoms which have the carbonyl group at the second carbon atom are liquid at room temperature.

Solubility of aldehydes and ketones depend upon the length of the carbon chain.  Those contain less than six carbon atoms are soluble in both water and organic solvents.  Aldehydes and ketones that contain six or more carbon atoms are not soluble in water but soluble in organic solvents only.  Solubility of smaller ketones and aldehydes are result of the hydrogen bond formation between the lone pairs of oxygen atom and the hydrogen atom in the water molecule.

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Chapter 15 Solutions

General, Organic, and Biological Chemistry

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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