Organic Chemistry, Books a la Carte Edition (8th Edition)
Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Chapter 18, Problem 45P

(a)

Interpretation Introduction

Interpretation:

The structure of the compound m-ethylphenol has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(b)

Interpretation Introduction

Interpretation:

The structure of the compound p-nitrobenzenesulfonic acid has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(c)

Interpretation Introduction

Interpretation:

The structure of the compound (E)-2-phenyl-2-pentene has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(d)

Interpretation Introduction

Interpretation:

The structure of the compound o-bromoaniline has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(e)

Interpretation Introduction

Interpretation:

The structure of the compound 4-bromo-1-chloro-2-methylbenzene has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(f)

Interpretation Introduction

Interpretation:

The structure of the compound m-chlorostyrene has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(g)

Interpretation Introduction

Interpretation:

The structure of the compound o-nitroanisole has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(h)

Interpretation Introduction

Interpretation:

The structure of the compound 2,4-dichloromethylbenzene has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

(i)

Interpretation Introduction

Interpretation:

The structure of the compound m-chlorobenzoic acid has to be drawn.

Concept Introduction:

Criteria for substitution in benzene ring:

  • The groups present on first and second position on benzene ring are said to be at ortho position.
  • The groups present on first and third position on benzene ring are said to be at meta position.
  • The groups present on first and fourth position on benzene ring are said to be at pera position.

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Show how the following compounds can be prepared from benzene: a. benzaldehyde          c. 1-bromo-2-phenylethane                e. aniline b. styrene                    d. 2-phenylethanol                              f. benzoic acid
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Draw the condensed structural formula (line-angle formula for the aromatic ring portion if the formula contains any) for each of the following: a. b. 2-chloro-5-ethyl-3-heptanol 5-iodo-3-methylphenol c. butyl propyl ether d. 5,5-dimethyloctanal e. 4-chloro-5-fluoro-2-hexanone f. 3,4,5-tribromobenzaldehyde

Chapter 18 Solutions

Organic Chemistry, Books a la Carte Edition (8th Edition)

Ch. 18.12 - Prob. 14PCh. 18.12 - List the compounds in each set from most reactive...Ch. 18.13 - Prob. 16PCh. 18.13 - What product(s) result from nitration of each of...Ch. 18.13 - Prob. 18PCh. 18.13 - What products are obtained from the reaction of...Ch. 18.15 - Give the products, if any, of each of the...Ch. 18.16 - a. Does a coupling reaction have to be used to...Ch. 18.16 - Show how the following compounds can be...Ch. 18.16 - Prob. 24PCh. 18.17 - What is the major product(s) of each of the...Ch. 18.17 - Prob. 26PCh. 18.18 - Why isn't FeBr3 used as a catalyst in the first...Ch. 18.18 - Prob. 29PCh. 18.18 - Write the sequence of steps required for the...Ch. 18.18 - Show how the following compounds can be...Ch. 18.19 - What product is formed from reaction of...Ch. 18.19 - Prob. 33PCh. 18.19 - Draw the structure of the activated ring and the...Ch. 18.20 - Prob. 35PCh. 18.20 - Prob. 36PCh. 18.20 - Diazomethane can be used to convert a carboxylic...Ch. 18.21 - Prob. 38PCh. 18.21 - Prob. 39PCh. 18.21 - Prob. 40PCh. 18.22 - Prob. 41PCh. 18 - Draw the structure for each of the following: a....Ch. 18 - Name the following:Ch. 18 - Prob. 44PCh. 18 - Prob. 45PCh. 18 - For each of the statements in Column I, choose a...Ch. 18 - What product is obtained from the reaction of...Ch. 18 - Draw the product(s) of each of the following...Ch. 18 - Rank the following substituted anilines from most...Ch. 18 - Prob. 50PCh. 18 - Prob. 51PCh. 18 - Show how the following compounds can be...Ch. 18 - Prob. 53PCh. 18 - The compound with the 1H NMR spectrum shown below...Ch. 18 - Rank each group of compounds from most reactive to...Ch. 18 - Prob. 56PCh. 18 - Prob. 57PCh. 18 - For each of the following components, indicate the...Ch. 18 - Prob. 59PCh. 18 - Prob. 60PCh. 18 - Describe two ways to prepare anisole from benzene.Ch. 18 - Prob. 62PCh. 18 - The following tertiary alkyl bromides undergo an...Ch. 18 - An aromatic hydrocarbon with a molecular formula...Ch. 18 - Show how the following compounds can be...Ch. 18 - Use the four compounds shown below to answer the...Ch. 18 - a. Rank the following esters from most reactive to...Ch. 18 - A mixture of 0.10 mol benzene and 0.10 mol...Ch. 18 - Prob. 69PCh. 18 - Prob. 70PCh. 18 - Benzene underwent a Friedel-Crafts acylation...Ch. 18 - Prob. 72PCh. 18 - Prob. 73PCh. 18 - Friedel-Crafts alkylations can be carried out with...Ch. 18 - Show how the following compounds can be prepared...Ch. 18 - Prob. 76PCh. 18 - Prob. 77PCh. 18 - a. Describe four ways the following reaction can...Ch. 18 - Propose a mechanism for each of the following...Ch. 18 - How can you prepare the following compounds with...Ch. 18 - Describe how naphthalene can he prepared from the...Ch. 18 - Using resonance contributors for the carbocation...Ch. 18 - Prob. 83PCh. 18 - What reagents are required to carry out the...Ch. 18 - Prob. 85PCh. 18 - Prob. 86PCh. 18 - Prob. 87PCh. 18 - Propose a mechanism for each of the following...Ch. 18 - P-Fluoronitrobenzene is more reactive toward...Ch. 18 - When heated with chromic acid, compound A forms...Ch. 18 - Show how the following compounds can be prepared...Ch. 18 - How can you distinguish the following compounds...Ch. 18 - Describe how mescaline can be synthesized from...Ch. 18 - Propose a mechanism for the following reaction...Ch. 18 - Propose a mechanism for each of the following...Ch. 18 - Describe how 3-methyl-1-phenyl-3-pentanol can he...Ch. 18 - An unknown compound reacts with ethyl chloride and...Ch. 18 - a. Explain why the following reaction leads to the...Ch. 18 - Explain why hydroxide ion catalyzes the reaction...Ch. 18 - Prob. 100PCh. 18 - Prob. 101PCh. 18 - a. How can aspirin be synthesized from benzene? b....Ch. 18 - Prob. 103PCh. 18 - Show how Novocain, a painkiller used frequently by...Ch. 18 - Prob. 105PCh. 18 - Saccharin, an artificial sweetener, is about 300...
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