Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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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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Answer the following questions by referring to the ball-and-stick model of fentanyl, a potent narcotic analgesic used in surgical procedures.a.Identify the functional groups. b. Label the most acidic proton. c.Label the most basic atom. d.What types of intermolecular forces are present between two molecules of fentanyl? e.Draw an isomer predicted to have a higher boiling point. f.Which sites in the molecule can hydrogen bond to water? g.Label all electrophilic carbons.
Answer the following questions by referring to the ball-and-stick model of fentanyl, a potent narcotic analgesic used in surgical procedures. a. Identify the functional groups. b. Label the most acidic proton. c. Label the most basic atom. d. What types of intermolecular forces are present between two molecules of fentanyl? e. Draw an isomer predicted to have a higher boiling point. f. Which sites in the molecule can hydrogen bond to water? g. Label all electrophilic carbons.
Question 3

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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