Organic Chemistry

Section 17.5 How Class I Carbonyl Compounds React 681 A compound that has an carbon bonded to an oxygen atom generally will be u ...

682 CHAPTER 17 Carbonyl Compounds I Free energy Progress of the reaction TI TI Free energy Progress of the reaction TI Free ener ...

Let’s now look at a molecular orbital description of how carbonyl compounds react. In Section 1.6, which first introduced you to ...

684 CHAPTER 17 Carbonyl Compounds I reaction to take place. In other words, the reactivity of a carboxylic acid derivative de- p ...

Section 17.7 General Mechanism for Nucleophilic Acyl Substitution Reactions 685 A carboxylic acid derivative will undergo a nucl ...

acetyl chloride 686 CHAPTER 17 Carbonyl Compounds I PROBLEM 9 What will be the product of a nucleophilic acyl substitution reac ...

Section 17.8 Reactions of Acyl Halides 687 In the conversion of an acyl chloride into an ester, the nucleophilic alcohol attacks ...

688 CHAPTER 17 Carbonyl Compounds I PROBLEM 10 SOLVED a. Two amides are obtained from the reaction of acetyl chloride with a mix ...

acetic anhydride Section 17.9 Reactions of Acid Anhydrides 689 17.9 Reactions of Acid Anhydrides Acid anhydrides do not react wi ...

methyl acetate 690 CHAPTER 17 Carbonyl Compounds I PROBLEM 14 a. Propose a mechanism for the reaction of acetic anhydride with w ...

Section 17.10 Reactions of Esters 691 transesterification serine hydroxyl group CH 3 CO ++HOCH 2 O CH 3 C OCH 2 O −OOC HO −OOC a ...

PROBLEM 16 Write a mechanism for the following reactions: a. the noncatalyzed hydrolysis of methyl propionate b. the aminolysis ...

Section 17.11 Acid-Catalyzed Ester Hydrolysis 693 Normal Ester Hydrolysis The first step in the mechanism for acid-catalyzed est ...

694 CHAPTER 17 Carbonyl Compounds I Because and have approximately the same basicity, it will be as likely for tetrahedral inter ...

Section 17.11 Acid-Catalyzed Ester Hydrolysis 695 tetrahedral intermediate and collapse of a tetrahedral intermediate. The acid ...

696 CHAPTER 17 Carbonyl Compounds I the leaving groups in the tetrahedral intermediate formed in transesterification have approx ...

Section 17.12 Hydroxide-Ion-Promoted Ester Hydrolysis 697 This reaction is called a hydroxide-ion-promoted reaction rather than ...

To answer this question, Myron Bender investigated the hydroxide-ion-promoted hydrolysis of ethyl benzoate, with the carbonyl ox ...

a. Which of the products contained the label? b. What product would have contained the label if the alkyl bond had broken? PROBL ...

17.13 Soaps, Detergents, and Micelles Fatsand oilsare triesters of glycerol. Glycerol contains three alcohol groups and therefor ...