The functional groups present in desosamine have to be identified. Concept Introduction: Amide: One − N H 2 , − N H R ' or − N R ' 2 group is attached to the carbonyl carbon atom of the compound. It is represented as R C O N R ' 2 . Amines are the derivatives of ammonia ( N H 3 ) with one or more of the hydrogens replaced with a substituent such as an alkyl group. Depending on the number of carbon side chain of the nitrogen, different types of amines can form. Hemiacetal is an organic compound with a general formula R 1 R 2 C ( O H ) O R where R must be always an alkyl group whereas R 1 and R 2 can be hydrogen or carbon Alcohol: It is an organic compound where it contains at least one − O H group. It is represented as R O H .

Question

The fire releases 2.80 x 107 Joules of heat energy for each liter of oil burned. The water starts out at 24.5 °C, raising the water's temperature up to 100 °C, and then raises the temperature of the resulting steam up to 325 °C. How many liters of water will be needed to absorb the heat from the fire in this way, for each 1.0 liter of crude oil burned? 4186 J/(kg°C) = heat of water 2020 J/(kg°C) = heat of steam 2,256,000 (i.e. 2.256 x 106) J/kg = latent heat of vaporization for water (at the boiling point of 100 °C).

Answer 1

Question

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

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The fire releases 2.80 x 107 Joules of heat energy for each liter of oil burned. The water starts out at 24.5 °C, raising the water's temperature up to 100 °C, and then raises the temperature of the resulting steam up to 325 °C. How many liters of water will be needed to absorb the heat from the fire in this way, for each 1.0 liter of crude oil burned? 4186 J/(kg°C) = heat of water 2020 J/(kg°C) = heat of steam 2,256,000 (i.e. 2.256 x 106) J/kg = latent heat of vaporization for water (at the boiling point of 100 °C).

6 Which of the following are likely to be significant resonance structures of a resonance hybrid? Draw another resonance structure for each of the compounds you select as being a resonance form. (A Br: Br: A B C D E

Write the systematic (IUPAC) name for the following organic molecules. Note for advanced students: you do not need to include any E or Z prefixes in your names. Br structure Br Br Oweu

Answer 2

Question

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

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Answer 3

Question

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

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Answer 4

Question

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

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Answer 5

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

Answer 6

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

Answer 7

Chapter 23, Problem 23.22P

(a)

Interpretation Introduction

Interpretation:

The functional groups present in desosamine have to be identified.

Concept Introduction:

Amide: One −NH2, −NHR' or −NR'2 group is attached to the carbonyl carbon atom of the compound. It is represented as RCONR'2.

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Hemiacetal is an organic compound with a general formula R1R2C(OH)OR where R must be always an alkyl group whereas R¹ and R² can be hydrogen or carbon

Alcohol: It is an organic compound where it contains at least one −OH group. It is represented as ROH.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

Answer 9

(b)

Interpretation Introduction

Interpretation:

Number of chiral centers are present in desosamine has to be determined. Number of possible stereoisomers for desosamine and the number of enantiomers possible has to be determined.

Concept Introduction:

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.

Number of possible stereoisomers for a compound can be determined as,

No of possible stereoisomers = 2nwhere,n = no. of chiral atoms in the compound

Enantiomers: They are chiral molecules whose mirror images are not superimposable.

Number of possible enantiomers for a compound can be determined as,

No of possible stereoisomers = 2n −1 (when n is even)No of possible stereoisomers = 2n −1− 2n/2 −1 (when n is odd)where,n = no. of chiral atoms in the compound

Answer 10

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The alternative chair conformations for desosamine have to be drawn.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

Answer 12

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

Answer 13

(c)

Interpretation Introduction

Interpretation:

More stable alternative chair conformations for desosamine have to be identified and explained.

Concept Introduction:

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. The other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

Answer 14

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Ch. 23.1 - Prob. 23.1P Ch. 23.2 - Prob. 23.2P Ch. 23.2 - Prob. 23.3P Ch. 23.2 - Prob. 23.4P Ch. 23.5 - Prob. 23.5P Ch. 23.5 - Prob. AQ Ch. 23.5 - What is the hybridization of the nitrogen in...Ch. 23.5 - Prob. CQ Ch. 23.5 - The pKas of the conjugate acids of aniline and...Ch. 23.5 - Prob. EQ

Solution Summary: The author explains the functional groups present in desosamine. Amides are the derivatives of ammonia with one or more hydrogens replaced with a substituent.

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Chapter 23 Solutions