Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 25, Problem 25.66P
Interpretation Introduction

(a)

Interpretation: The synthesis of given compound from aniline as starting material is to be devised.

Concept introduction: The formation of diazonium salt from aromatic amines takes place using sodium nitrite and hydrochloric acid at low temperatures. This process is known as diazotization. The diazonium salts can be converted to aryl halides using cuprous halides or aryl cyanides using cuprous cyanides.

Interpretation Introduction

(b)

Interpretation: The synthesis of given compound from aniline as starting material is to be devised.

Concept introduction: The formation of diazonium salt from aromatic amines takes place using sodium nitrite and hydrochloric acid at low temperatures. This process is known as diazotization. The diazonium salts can be converted to aryl halides using cuprous halides or aryl cyanides using cuprous cyanides.

Friedel-Crafts alkylation permits the synthesis of alkylated products by the reaction of arenes with alkyl chlorides in the presence of aluminium chloride (Lewis acid). This alkylation reaction comes under the category of electrophilic aromatic substitution.

Interpretation Introduction

(c)

Interpretation: The synthesis of given compound from aniline as starting material is to be devised.

Concept introduction: The formation of diazonium salt from aromatic amines takes place using sodium nitrite and hydrochloric acid at low temperatures. This process is known as diazotization. The diazonium salts can be converted to aryl halides using cuprous halides or aryl cyanides using cuprous cyanides.

Diazonium salts form azo compounds with aromatic phenols or aromatic amines.

Friedel-Crafts alkylation permits the synthesis of alkylated products by the reaction of arenes with alkyl chlorides in the presence of aluminium chloride (Lewis acid). This alkylation reaction comes under the category of electrophilic aromatic substitution.

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V

Chapter 25 Solutions

Organic Chemistry

Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Problem 25.18 Write out steps to show how each of...Ch. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Problem 25.22 Which nitrogen atom in each compound...Ch. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Problem 25.28 Draw the major product formed in...Ch. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Problem 25.31 Devise a synthesis of each compound...Ch. 25 - Prob. 25.32PCh. 25 - Problem 25.33 What starting materials are needed...Ch. 25 - Problem 25.34 (a) What two components are needed...Ch. 25 - Prob. 25.35PCh. 25 - Prob. 25.36PCh. 25 - 25.37 Varenicline (trade name Chantix) is a drug...Ch. 25 - Give a systematic or common name for each...Ch. 25 - Prob. 25.39PCh. 25 - 25.40 How many stereogenic centers are present in...Ch. 25 - 25.41 Rank the compounds in each group in order of...Ch. 25 - 25.42 Decide which atom in each molecule is most...Ch. 25 - 25.43 Explain why pyrimidine is less basic than...Ch. 25 - 25.44 Rank the nitrogen atoms in each compound in...Ch. 25 - 25.45 Explain why nitroaniline is a stronger base...Ch. 25 - 25.46 Explain the observed difference in the...Ch. 25 - 25.47 Why is pyrrole more acidic than...Ch. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50PCh. 25 - 25.51 How would you separate toluene , benzoic...Ch. 25 - 25.52 Draw the products formed when methylaniline ...Ch. 25 - Prob. 25.53PCh. 25 - Prob. 25.54PCh. 25 - 25.55 Draw the organic products formed in each...Ch. 25 - Prob. 25.56PCh. 25 - 25.57 Identify A, B, and C, three intermediates in...Ch. 25 - Prob. 25.58PCh. 25 - Prob. 25.59PCh. 25 - 25.60 A chiral amine A having the configuration...Ch. 25 - 25.61 Draw a stepwise mechanism for each...Ch. 25 - 25.62 Draw a stepwise mechanism for the following...Ch. 25 - Prob. 25.63PCh. 25 - 25.64 Tertiary aromatic amines react with and ...Ch. 25 - 25.65 Devise a synthesis of each compound from...Ch. 25 - Prob. 25.66PCh. 25 - Prob. 25.67PCh. 25 - Prob. 25.68PCh. 25 - Prob. 25.69PCh. 25 - 25.70 Devise a synthesis of each biologically...Ch. 25 - 25.71 Devise a synthesis of each compound from...Ch. 25 - 25.72 Three isomeric compounds A, B, and C, all...Ch. 25 - 25.73 Treatment of compound D with LiAlH4 followed...Ch. 25 - Prob. 25.74PCh. 25 - 25.75 Rank the following compounds in order of...Ch. 25 - Prob. 25.76PCh. 25 - Prob. 25.77PCh. 25 - Prob. 25.78P
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