The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written. Concept introduction: When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

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Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

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Answer 2

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

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Answer 3

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

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Answer 4

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

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Answer 5

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

Answer 6

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

Answer 7

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The mechanistic steps in acid-catalyzed cyclization reaction that takes place on heating ethyl-3-oxo-4-phenylbutanoate with concentrated sulfuric acid, leading to formation of Naphthoresorcinol, are to be written.

Concept introduction:

When a compound containing phenyl ring and carbonyl functionality, at suitable positions, is treated with concentrated sulfuric acid, an intramolecular aromatic electrophilic substitution takes place. Initial protonation of the carbonyl moiety generates the internal electrophile and the electrophilic attacks at the benzene ring that ultimately leads to the formation of naphthalene skeleton.

Answer 8

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Answer 11

Ch. 19 - PRACTICE PROBLEM 19.1 (a) Write a mechanism. for...Ch. 19 - Practice Problem 19.2 Since the products obtained...Ch. 19 - Prob. 3PP Ch. 19 - PRACTICE PROBLEM 19.4 Write mechanisms that...Ch. 19 - Prob. 5PP Ch. 19 - Prob. 6PP Ch. 19 - Practice Problem 19.7 The acid-catalyzed aldol...Ch. 19 - Prob. 8PP Ch. 19 - Practice Problem 19.9 (a) Provide a mechanism for...Ch. 19 - Prob. 10PP

Solution Summary: The author explains the mechanistic steps in acid-catalyzed cyclization reaction, leading to formation of Naphthoresorcinol.

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Chapter 19 Solutions