ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 3, Problem 3.63P
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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Chapter 3 Solutions

ORGANIC CHEMISTRY

Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Which compound in each pair has the higher boiling...Ch. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.16PCh. 3 - Which compounds are water soluble? a. b. c.Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.19PCh. 3 - Prob. 3.20PCh. 3 - Prob. 3.21PCh. 3 - Prob. 3.22PCh. 3 - Problem 3.23 (a) What types of intermolecular...Ch. 3 - Prob. 3.24PCh. 3 - Prob. 3.25PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - Prob. 3.28PCh. 3 - 3.29 Identify the functional groups in the...Ch. 3 - Prob. 3.30PCh. 3 - 3.31 For each alkane: (a) classify each carbon...Ch. 3 - 3.32 Identify the functional groups in each...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - 3.34 (a)Identify the functional groups in...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.36PCh. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - 3.41 Rank the compounds in each group in order of...Ch. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.43PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 3.45PCh. 3 - 3.46 Rank the following compounds in order of...Ch. 3 - 3.47 Which of the following molecules can hydrogen...Ch. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.49PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - 3.56 Label the electrophilic and nucleophilic...Ch. 3 - 3.57 By using only electron density arguments,...Ch. 3 - 3.58 The composition of a cell membrane is not...Ch. 3 - Prob. 3.59PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 3.62PCh. 3 - Prob. 3.63PCh. 3 - 3.64 Explain why A is less water soluble than B,...Ch. 3 - 3.65 Recall from section 1.10B that there is...
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