Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 22.SE, Problem 60AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 22.SE, Problem 60AP , additional homework tip  1

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br2 in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Organic Chemistry, Chapter 22.SE, Problem 60AP , additional homework tip  2

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a SN2 displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Organic Chemistry, Chapter 22.SE, Problem 60AP , additional homework tip  3

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

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Match each reagent to the product that it forms. Multiple reagents may form the same product. нох Reagent Reagents SOCI2, pyridine: C CISO2CH3, pyridine: E HCI: A PCI 3: A A) B) "It "ft "bl H₂O D) E) F) پہلے علی علیہ
For each of the given reactions, pick the correct description and the correct reagent.
Choose the best reagents to complete the following reactions.

Chapter 22 Solutions

Organic Chemistry

Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
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