Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357119303
Author: Bettelheim, Frederick A., Brown, William H., Campbell, Mary K., FARRELL, Shawn O., Torres, Omar
Publisher: Cengage Learning
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Chapter 16, Problem 1P

17-9 Answer true or false.

(a) The one aldehyde and the one ketone with a molecular formula of C3H6O are constitutional isomers.

(b) Aldehydes and ketones both contain a carbonyl group.

(c) The VSEPR model predicts bond angles of 1200 about the carbonyl carbon of aldehydes and ketones.

(d) The carbonyl carbon of a ketone is a stereocenter.

(a)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Answer true or false for the following statement.

The one aldehyde and one ketone with a molecular formula of C3H6O are constitutional isomers.

Concept Introduction:

Constitutional isomers have the same molecular formula but different structural formulas or connectivity with atoms is different. In aldehydes, the carbonyl group is bonded to a hydrogen atom and ketones carbonyl group is bonded to two carbon atoms.

Answer to Problem 1P

The one aldehyde and one ketone with a molecular formula of C3H6O are constitutional isomers is the true statement.

Explanation of Solution

The given molecular formula: C3H6O

For this molecular formula we can draw both aldehyde and ketone. They are as follows.

Introduction to General, Organic and Biochemistry, Chapter 16, Problem 1P , additional homework tip  1

From the above structures aldehydes and ketones having same molecular formula are constitutional isomers.

Therefore, the given statement is true.

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Answer true or false for the following statement.

Aldehydes and ketones both contain a carbonyl group.

Concept Introduction:

In aldehydes, the carbonyl group is bonded to a hydrogen atom and ketones carbonyl group is bonded to two carbon atoms.

Answer to Problem 1P

Aldehydes and ketones both contain a carbonyl group is true statement.

Explanation of Solution

In aldehydes, the carbonyl group is bonded to a hydrogen atom and in ketone carbonyl group is bonded to two carbon atoms. Hence, both an aldehyde and a ketone have a carbonyl group.

Introduction to General, Organic and Biochemistry, Chapter 16, Problem 1P , additional homework tip  2

Where, R is an alkyl group.

Therefore, the given statement is true.

(c)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Answer true or false for the following statement.

The VSEPR model predicts bond angles of 1200 about the carbonyl carbon of aldehydes and ketones.

Concept Introduction:

In aldehydes, the carbonyl group is bonded to a hydrogen atom and ketones carbonyl group is bonded to two carbon atoms. VSEPR model predicts the geometry of the molecule with the help of number of pair of electrons present around the central atoms and bond angle of the molecule.

Answer to Problem 1P

The VSEPR model predicts bond angles of 1200 about the carbonyl carbon if aldehydes and ketones is the true statement.

Explanation of Solution

In aldehydes, the carbonyl group is bonded to a hydrogen atom and ketones carbonyl group is bonded to two carbon atoms. The carbonyl group of aldehyde and ketone are represented are as follows.

Introduction to General, Organic and Biochemistry, Chapter 16, Problem 1P , additional homework tip  3

According to VSEPR theory, three pair of electron groups forms a Trigonal planar geometry with bond angle of 1200.

Therefore, the given statement is true.

(d)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

Answer true or false for the following statement.

The carbonyl carbon of ketone is a stereocentre.

Concept Introduction:

A stereocentre is a tetrahedral carbon atom in which four different groups are attached to it. When an atom generally carbon is linked with four different groups, then that centre is known as chiral centre.

Answer to Problem 1P

The carbonyl carbon of ketone is a stereocenter is the false statement.

Explanation of Solution

In aldehydes, the carbonyl group is bonded to a hydrogen atom and in ketone carbonyl group is bonded to two carbon atoms. The carbonyl group of aldehyde and ketone are represented are as follows.

Introduction to General, Organic and Biochemistry, Chapter 16, Problem 1P , additional homework tip  4

In ketones, the carbonyl carbon is boded to carbonyl oxygen by a double bond group and bonded to two other carbon atoms.

Therefore, the given statement is false.

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Chapter 16 Solutions

Introduction to General, Organic and Biochemistry

Ch. 16 - 17-11 What is the difference in structure between...Ch. 16 - 17-12 Is it possible for the carbon atom of a...Ch. 16 - 17-13 Which compounds contain carbonyl groups?Ch. 16 - 17-14 Following are structural formulas for two...Ch. 16 - 17-15 Draw structural formulas for the four...Ch. 16 - Prob. 8PCh. 16 - Prob. 9PCh. 16 - 17-18 Draw structural formulas for these ketones....Ch. 16 - 17-19 Write the JUPAC names for these compounds.Ch. 16 - Prob. 12PCh. 16 - 17-2 1 Explain why each name is incorrect. Write...Ch. 16 - Prob. 14PCh. 16 - Prob. 15PCh. 16 - 17-24 In each pair of compounds, select the one...Ch. 16 - Prob. 17PCh. 16 - 17-26 Account for the fact that acetone has a...Ch. 16 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 16 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 16 - 17-29 Why can’t two molecules of acetone form a...Ch. 16 - 17-30 Answer true or false. (a) The reduction of...Ch. 16 - 17-3 1 Draw a structural formula for the principal...Ch. 16 - Prob. 24PCh. 16 - 17-33 What simple chemical test could you use to...Ch. 16 - 17-34 Explain why liquid aldehydes are often...Ch. 16 - 17-35 Suppose that you take a bottle of...Ch. 16 - 17-36 Explain why the reduction of an aldehyde...Ch. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - 17-47 What is the characteristic structural...Ch. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - Prob. 43PCh. 16 - Prob. 44PCh. 16 - Prob. 45PCh. 16 - 17-54 Following is the structure of...Ch. 16 - Prob. 47PCh. 16 - Prob. 48PCh. 16 - Prob. 49PCh. 16 - Prob. 50PCh. 16 - Prob. 51PCh. 16 - 17-60 1-Propanol can be prepared by the reduction...Ch. 16 - Prob. 53PCh. 16 - 17-62 Show how to bring about these conversions....Ch. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - Prob. 57PCh. 16 - Prob. 58PCh. 16 - 17-67 Draw structural formulas for these...Ch. 16 - Prob. 60PCh. 16 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 16 - 17-70 What simple chemical test could you use to...Ch. 16 - Prob. 63PCh. 16 - Prob. 64PCh. 16 - Prob. 65PCh. 16 - 17-72 The following molecule is an enediol; each...Ch. 16 - 17-73 Alcohols can be prepared by the...Ch. 16 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 16 - Prob. 69PCh. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - 17-78 Complete the following equation for these...Ch. 16 - 17-79 Write an equation for each conversion. (a)...Ch. 16 - Prob. 74P
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