EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
Question
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Chapter 15.1, Problem 3P
Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene 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-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

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

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

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

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

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

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Chapter 15 Solutions

EBK ORGANIC CHEMISTRY

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...
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