Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
bartleby

Concept explainers

bartleby

Videos

Textbook Question
100%
Book Icon
Chapter 15.SE, Problem 19AP

Draw structures corresponding to the following names:

(a) 3-Methyl-1, 2-benzenediamine

(b) 1, 3, 5-Benzenetriol

(c) 3-Methyl-2-phenylhexane

(d) o-Aminobenzoic acid

(e) m-Bromophenol

(f) 2, 4, 6-Trinitrophenol (picric acid]

Expert Solution
Check Mark
Interpretation Introduction

a) 3-methyl-1,2-benzenediamine

Interpretation:

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine.

Answer to Problem 19AP

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  1

Explanation of Solution

The IUPAC name of the compound, 3-methyl-1,2-benzenediamine, indicates that the compound has a benzene ring with a methyl group on C3 and two amino groups on C1 & C2.

Conclusion

The structure of the compound with IUPAC name 3-methyl-1,2-benzenediamine

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  2

Expert Solution
Check Mark
Interpretation Introduction

b) 1,3,5-benzenetriol

Interpretation:

The structure of the compound with IUPAC name 1,3,5-benzenetriol is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment as carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1,3,5-benzenetriol.

Answer to Problem 19AP

The structure of the compound with IUPAC name 1,3,5-benzenetriol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  3

Explanation of Solution

The IUPAC name of the compound, 1,3,5-benzenetriol, indicates that the compound has a benzene ring with three hydroxyl groups on C1, C3 & C5.

Conclusion

The structure of the compound with IUPAC name 1,3,5-benzenetriol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  4

Expert Solution
Check Mark
Interpretation Introduction

c) 3-methyl-2-phenylhexane

Interpretation:

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is to be given.

Concept introduction:

Alkyl-substituted benzenes, called arenes, are named in different ways depending on the size of the alkyl group. If the alkyl group is smaller than the ring (six or fewer carbons), the arene is named as an alkyl-substituted benzene. If the alkyl substituent is larger than the ring (seven or more carbons), the arene is named as a phenyl-substitited alkane.

To draw:

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane.

Answer to Problem 19AP

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  5

Explanation of Solution

The IUPAC name of the compound, 3-methyl-2-phenyl hexane, indicates that the compound has a six carbon straight chain with a phenyl group on C2 and a methyl group on C3.

Conclusion

The structure of the compound with IUPAC name 3-methyl-2-phenylhexane is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  6

Expert Solution
Check Mark
Interpretation Introduction

d) o-aminobenzoic acid

Interpretation:

The structure of the compound with IUPAC name o-aminobenzoic acid is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta(m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2- relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-aminobenzoic acid.

Answer to Problem 19AP

The structure of the compound with IUPAC name p-aminobenzoic acid is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  7

Explanation of Solution

The IUPAC name of the compound, p-aminobenzoic acid, indicates that the compound has a benzene ring with a carboxyl and amino groups in 1,2-relationship.

Conclusion

The structure of the compound with IUPAC name p-aminobenzoicacid is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  8

Expert Solution
Check Mark
Interpretation Introduction

e) m-bromophenol

Interpretation:

The structure of the compound with IUPAC name m-bromophenol is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2- relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name m-bromophenol.

Answer to Problem 19AP

The structure of the compound with IUPAC name m-bromophenol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  9

Explanation of Solution

The IUPAC name of the compound, m-bromophenol, indicates that the compound has a benzene ring with a hydroxyl group and bromine atom in 1,3-relationship.

Conclusion

The structure of the compound with IUPAC name m-bromophenol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  10

Expert Solution
Check Mark
Interpretation Introduction

f) 2,4,6-trinitrophenol

Interpretation:

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 2,4,6-trinitrophenol.

Answer to Problem 19AP

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  11

Explanation of Solution

The IUPAC name of the compound, 2,4,6-trinitrophenol, indicates that the compound has a benzenering with a hydroxyl group on C1 and three nitro groups on C2, C4 & C6.

Conclusion

The structure of the compound with IUPAC name 2,4,6-trinitrophenol is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 15.SE, Problem 19AP , additional homework tip  12

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
110. Compare the pressures given by (a) the ideal gas law, (b) the van der Waals equation, and (c) the Redlic-Kwong equation for propane at 400 K and p = 10.62 mol dm³. The van der Waals parameters for propane are a = 9.3919 dm6 bar mol-2 and b = 0.090494 dm³ mol−1. The Redlich-Kwong parameters are A = 183.02 dm bar mol-2 and B = 0.062723 dm³ mol-1. The experimental value is 400 bar.
Research in surface science is carried out using stainless steel ultra-high vacuum chambers with pressures as low as 10-12 torr.  How many molecules are there in a 1.00 cm3 volume at this pressure and at a temperature of 300 K?  For comparison, calculate the number of molecules in a 1.00 cm3 volume at atmospheric pressure and room temperature.  In outer space the pressure is approximately 1.3 x 10-11 Pa and the temperature is approximately 2.7 K (determined using the blackbody radiation of the universe).  How many molecules would you expect find in 1.00 cm3 of outer space?
Draw the predominant form of arginine at pH = 7.9. The pKa of the side chain is 12.5. Include proper stereochemistry. H2N OH NH H₂N 'N' છ H pH = 7.9 Select to Draw

Chapter 15 Solutions

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th

Ch. 15.6 - Prob. 11PCh. 15.6 - How many electrons does each of the four nitrogen...Ch. 15.SE - Give IUPAC names for the following substances (red...Ch. 15.SE - All-cis cyclodecapentaene is a stable molecule...Ch. 15.SE - 1, 6-Methanonaphthalene has an interesting 1H NMR...Ch. 15.SE - Prob. 16VCCh. 15.SE - Azulene, an isomer of naphthalene, has a...Ch. 15.SE - Give IUPAC names for the following compounds:Ch. 15.SE - Draw structures corresponding to the following...Ch. 15.SE - Prob. 20APCh. 15.SE - Prob. 21APCh. 15.SE - Draw and name all possible aromatic compounds with...Ch. 15.SE - Propose structures for aromatic hydrocarbons that...Ch. 15.SE - Look at the three resonance structures of...Ch. 15.SE - Prob. 25APCh. 15.SE - Prob. 26APCh. 15.SE - Look at the five resonance structures for...Ch. 15.SE - Prob. 28APCh. 15.SE - 3-Chlorocyclopropene, on treatment with AgBF4,...Ch. 15.SE - Prob. 30APCh. 15.SE - Prob. 31APCh. 15.SE - Prob. 32APCh. 15.SE - Which would you expect to be most stable,...Ch. 15.SE - How might you convert 1, 3, 5, 7-cyclononatetraene...Ch. 15.SE - Calicene, like azulene (Problem 15-17), has an...Ch. 15.SE - Pentalene is a most elusive molecule that has been...Ch. 15.SE - Prob. 37APCh. 15.SE - Prob. 38APCh. 15.SE - Compound A, C8H10, yields three substitution...Ch. 15.SE - Prob. 40APCh. 15.SE - Propose structures for compounds that fit the...Ch. 15.SE - Prob. 42APCh. 15.SE - Prob. 43APCh. 15.SE - N-Phenylsydnone, so-named because it was first...Ch. 15.SE - Prob. 45APCh. 15.SE - Prob. 46APCh. 15.SE - Prob. 47APCh. 15.SE - Propose a structure for a molecule C14H12 that has...Ch. 15.SE - The proton NMR spectrum for a compound with...Ch. 15.SE - The proton NMR spectrum of a compound with formula...Ch. 15.SE - Aromatic substitution reactions occur by addition...Ch. 15.SE - Prob. 52APCh. 15.SE - Consider the aromatic anions below and their...Ch. 15.SE - After the reaction below, the chemical shift of Ha...Ch. 15.SE - Prob. 55APCh. 15.SE - Azo dyes are the major source of artificial color...
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
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Characteristic Reactions of Benzene and Phenols; Author: Linda Hanson;https://www.youtube.com/watch?v=tjEqEjDd87E;License: Standard YouTube License, CC-BY
An Overview of Aldehydes and Ketones: Crash Course Organic Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=-fBPX-4kFlw;License: Standard Youtube License