Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 3, Problem 66P
Interpretation Introduction

(a)

Interpretation: The functional groups present in the given compound are to be predicted.

Concept introduction: In ball-and-stick model, each colored ball represents a specific atom and each stick represents a bond. In this model, each black ball represents C atoms, each gray ball represents H atoms, each blue ball represents N atoms, and each red ball represents O atoms.

Interpretation Introduction

(b)

Interpretation: The most acidic proton is to be predicted.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

Interpretation Introduction

(c)

Interpretation: The most basic proton is to be predicted.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

Interpretation Introduction

(d)

Interpretation: The intermolecular forces which are present between two molecules of fentanyl is to be predicted.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

Interpretation Introduction

(e)

Interpretation: The isomer which has a higher boiling point is to be drawn.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

Interpretation Introduction

(f)

Interpretation: The sites which can hydrogen bond to water are to be predicted.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

Interpretation Introduction

(g)

Interpretation: The electrophilic carbons in the given compound are to be labeled.

Concept introduction: Functional groups containing a C=O bond are aldehydes, ketones, carboxylic acids, amides, esters and acid chlorides. The polar C=O bond makes the carbonyl carbon electrophilic, while lone pairs on carbonyl oxygen make it a nucleophile and permit to react as a base and nucleophile.

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Unshared, or lone, electron pairs play an important role in determining the chemical and physical properties of organic compounds. Thus, it is important to know which atoms carry unshared pairs. Use the structural formulas below to determine the number of unshared pairs at each designated atom. Be sure your answers are consistent with the formal charges on the formulas. CH. H₂ fo H2 H The number of unshared pairs at atom a is The number of unshared pairs at atom b is The number of unshared pairs at atom c is HC HC HC CH The number of unshared pairs at atom a is The number of unshared pairs at atom b is The number of unshared pairs at atom c is
Draw curved arrows for the following reaction step. Arrow-pushing Instructions CH3 CH3 H H-O-H +/ H3C-C+ H3C-C-0: CH3 CH3 H

Chapter 3 Solutions

Organic Chemistry (6th Edition)

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