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General, Organic, and Biological C...

7th Edition
H. Stephen Stoker
Publisher: Cengage Learning
ISBN: 9781285853918

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BuyFindarrow_forward

General, Organic, and Biological C...

7th Edition
H. Stephen Stoker
Publisher: Cengage Learning
ISBN: 9781285853918
Chapter 13, Problem 13.114EP
Textbook Problem
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Assign an IUPAC name to each of the following compounds in which the benzene ring is treated as a substituent.

Chapter 13, Problem 13.114EP, Assign an IUPAC name to each of the following compounds in which the benzene ring is treated as a

(a)

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the compound considering the benzene ring as a substituent.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

Explanation of Solution

Given structure is,

In the problem statement, it is said that the benzene ring has to be treated as substituent. If the benzene ring is treated as substituent, then the benzene ring is called as phenyl. The longest carbon chain in the given compound is five carbon chain and hence the parent name is pentane...

(b)

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the compound considering the benzene ring as a substituent.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

(c)

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the compound considering the benzene ring as a substituent.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

(d)

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the compound considering the benzene ring as a substituent.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

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Chapter 13 Solutions

General, Organic, and Biological Chemistry
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Ch. 13.3 - How many carbon atoms are present, respectively,...Ch. 13.4 - What is the IUPAC name for the alkene ? a. hexene...Ch. 13.4 - What is the IUPAC name for the alkene ? a....Ch. 13.5 - Positional constitutional isomers have a. the same...Ch. 13.5 - Skeletal constitutional isomers have a. the same...Ch. 13.5 - Which of the following pairs of alkenes is an...Ch. 13.6 - Cistrans isomerism occurs in which of the...Ch. 13.6 - Cis-trans isomerism is possible for which of the...Ch. 13.6 - The alkene is in a. a cis configuration b. a trans...Ch. 13.7 - A pheromone is a biologically active compound that...Ch. 13.7 - The number of carbon atoms in a terpene is always...Ch. 13.7 - The carbon arrangement m an isoprene structural...Ch. 13.8 - Which of the following is a general physical...Ch. 13.8 - Which of the following unbranched 1-alkenes would...Ch. 13.9 - When propane undergoes a dehydrogenation reaction...Ch. 13.9 - Which of the following statements about a...Ch. 13.10 - Which of the following reactions is not a...Ch. 13.10 - Which of the following addition reactions would...Ch. 13.10 - Hydrohalogenation of which of the following...Ch. 13.10 - The reactant needed to convert 2-butene to...Ch. 13.10 - Based on Markovnikovs rule, the major product in...Ch. 13.11 - The number of monomer units present in an addition...Ch. 13.11 - The description only carbon and hydrogen are...Ch. 13.11 - Which of the following substituted ethene-based...Ch. 13.11 - Which of the following addition polymers is...Ch. 13.11 - Addition copolymers always contain a. two...Ch. 13.12 - The spatial arrangement of bonds for a C atom...Ch. 13.12 - Which of the following is the correct IUPAC name...Ch. 13.12 - Which of the following alkynes goes by the common...Ch. 13.12 - Which of the following types of isomerism is not...Ch. 13.12 - Which of the following statements concerning...Ch. 13.13 - The molecular formula for benzene is a. C5H5 b....Ch. 13.13 - In the circle-in-the-ring structural notation for...Ch. 13.13 - The bonding in benzene differs from that of other...Ch. 13.14 - The name toluene is assigned to the compound that...Ch. 13.14 - In naming disubstituted benzenes, which of the...Ch. 13.14 - Which of the following is a correct name for the...Ch. 13.14 - The IUPAC name for the hydrocarbon a....Ch. 13.15 - At room temperature, benzene and most...Ch. 13.15 - The major starting material for the current...Ch. 13.15 - Which of the following statements concerning the...Ch. 13.15 - With the catalyst AlCl3 present, which reactant is...Ch. 13.16 - A fused-ring aromatic hydrocarbon always contains...Ch. 13.16 - The number of carbon atoms in a structure...Ch. 13 - Classify each of the following hydrocarbons as...Ch. 13 - Classify each of the following hydrocarbons as...Ch. 13 - Classify each of the hydrocarbons in Problem 13-1...Ch. 13 - Classify each of the hydrocarbons in Problem 13-2...Ch. 13 - What is the functional group that is present in...Ch. 13 - What is the functional group that is present in...Ch. 13 - Characterize the physical properties of saturated...Ch. 13 - Characterize the physical properties of saturated...Ch. 13 - What is the molecular formula for each of the...Ch. 13 - What is the molecular formula for each of the...Ch. 13 - Indicate whether each of the following molecular...Ch. 13 - Indicate whether each of the following molecular...Ch. 13 - What is wrong, if anything, with the following...Ch. 13 - What is wrong, if anything, with the following...Ch. 13 - What is the name of the spatial arrangement for...Ch. 13 - What are the bond angles associated with the...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - Classify each of the following compounds as...Ch. 13 - Classify each of the following compounds as...Ch. 13 - How many hydrogen atoms are present in a molecule...Ch. 13 - How many hydrogen atoms are present in a molecule...Ch. 13 - Draw a line-angle structural formula for each of...Ch. 13 - Draw a line-angle structural formula for each of...Ch. 13 - How many carbon atoms are present in each of the...Ch. 13 - How many carbon atoms are present in each of the...Ch. 13 - What is the molecular formula for each of the...Ch. 13 - What is the molecular formula for each of the...Ch. 13 - What is the IUPAC name for each of the compounds...Ch. 13 - What is the IUPAC name for each of the compounds...Ch. 13 - What is the spatial arrangement for the chemical...Ch. 13 - What is the spatial arrangement for the chemical...Ch. 13 - For each of the following pairs of alkenes,...Ch. 13 - For each of the following pairs of alkenes,...Ch. 13 - How many constitutional isomers exist that fit...Ch. 13 - How many constitutional isomers exist that fit...Ch. 13 - Draw skeletal structural formulas and give the...Ch. 13 - Draw skeletal structural formulas and give the...Ch. 13 - Hydrocarbons with the formula C4H8 can be either...Ch. 13 - Hydrocarbons with the formula C5H10 can be either...Ch. 13 - For each molecule, indicate whether cistrans...Ch. 13 - For each molecule, indicate whether cistrans...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Draw a structural formula for each of the...Ch. 13 - Draw a structural formula for each of the...Ch. 13 - For each of the following molecules, indicate...Ch. 13 - For each of the following molecules, indicate...Ch. 13 - What is a pheromone?Ch. 13 - In alkene-type pheromones, biological activity is...Ch. 13 - What is the condensed structural formula for the...Ch. 13 - What is the IUPAC name for the molecule whose...Ch. 13 - Why is the number of carbon atoms in a terpene...Ch. 13 - How many isoprene units are present in a....Ch. 13 - Indicate whether each of the following statements...Ch. 13 - Indicate whether each of the following statements...Ch. 13 - With the help of Figure 13-7, indicate whether...Ch. 13 - With the help of Figure 13-7, indicate whether...Ch. 13 - Describe what occurs during a dehydrogenation...Ch. 13 - What are the reaction conditions necessary to...Ch. 13 - What are the two products formed when ethane is...Ch. 13 - What are the two products formed when propane is...Ch. 13 - Which of the following chemical reactions are...Ch. 13 - Which of the following chemical reactions are...Ch. 13 - Write a chemical equation showing reactants,...Ch. 13 - Write a chemical equation showing reactants,...Ch. 13 - Based on Markovnikovs rule, indicate whether...Ch. 13 - Based on Markovnikovs rule, indicate whether...Ch. 13 - Write a chemical equation showing reactants,...Ch. 13 - Write a chemical equation showing reactants,...Ch. 13 - Supply the structural formula of the product in...Ch. 13 - Supply the structural formula of the product in...Ch. 13 - What reactant would you use to prepare each of the...Ch. 13 - What reactant would you use to prepare each of the...Ch. 13 - How many molecules of H2 gas will react with 1...Ch. 13 - How many molecules of H2 gas will react with 1...Ch. 13 - Draw the structural formula of the monomer(s) from...Ch. 13 - Draw the structural formula of the monomer(s) from...Ch. 13 - Draw the start (the first three repeating units)...Ch. 13 - Draw the start (the first three repeating units)...Ch. 13 - What is the general molecular formula for an...Ch. 13 - What is the general molecular formula for a...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Draw skeletal structural formulas and give the...Ch. 13 - Draw skeletal structural formulas and give the...Ch. 13 - Why is cistrans isomerism not possible for an...Ch. 13 - What are the bond angles about the triple bond in...Ch. 13 - Contrast alkynes and alkenes in terms of general...Ch. 13 - Contrast alkynes and alkenes in terms of general...Ch. 13 - Supply the condensed structural formula of the...Ch. 13 - Supply the condensed structural formula of the...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - How many carbon atoms are present in a molecule of...Ch. 13 - How many carbon atoms are present in a molecule of...Ch. 13 - Draw a structural representation for the...Ch. 13 - A circle (ring) within a hexagon is often used to...Ch. 13 - What is the shortcoming of representing the...Ch. 13 - What is a delocalized bond?Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign each of the compounds in Problem 13-107 an...Ch. 13 - Assign each of the compounds in Problem 13-108 an...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Assign an IUPAC name to each of the following...Ch. 13 - Write a structural formula for each of the...Ch. 13 - Write a structural formula for each of the...Ch. 13 - Eight isomeric substituted benzenes have the...Ch. 13 - How many constitutional isomers fit each of the...Ch. 13 - Which of the four compounds cyclohexane,...Ch. 13 - Which of the four compounds cyclohexane,...Ch. 13 - What is the physical state at room temperature for...Ch. 13 - Indicate whether or not each of the following is a...Ch. 13 - What is currently the primary source for aromatic...Ch. 13 - What used to be the primary source for aromatic...Ch. 13 - For each of the following classes of compounds,...Ch. 13 - For each of the following classes of compounds,...Ch. 13 - Complete the following reaction equations by...Ch. 13 - Complete the following reaction equations by...Ch. 13 - What is the general characteristic associated with...Ch. 13 - 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