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Chapter 14

Carboxylic Acid Derivatives

羧酸衍生物:概述
羧酸衍生物:概述
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic ...
羧酸衍生物的命名法:酸卤化物、酯和酸酐
羧酸衍生物的命名法:酸卤化物、酯和酸酐
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to ...
羧酸衍生物的命名法:酰胺和腈
羧酸衍生物的命名法:酰胺和腈
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and ...
羧酸衍生物的结构
羧酸衍生物的结构
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or ...
羧酸衍生物的物理性质
羧酸衍生物的物理性质
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into ...
羧酸衍生物的酸度和碱度
羧酸衍生物的酸度和碱度
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In ...
羧酸衍生物的光谱学
羧酸衍生物的光谱学
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond ...
羧酸衍生物的相对反应性
羧酸衍生物的相对反应性
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of ...
羧酸衍生物的亲核酰基取代
羧酸衍生物的亲核酰基取代
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and ...
卤化物到羧酸:水解
卤化物到羧酸:水解
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction ...
酸卤化物到酯类:醇解
酸卤化物到酯类:醇解
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce ...
酸卤化物到酰胺:氨解
酸卤化物到酰胺:氨解
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react ...
从酸卤化物到醇类:LiAlH<sub>4</sub> 还原
从酸卤化物到醇类:LiAlH4 还原
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. ...
酸卤化物到醇类:格氏反应
酸卤化物到醇类:格氏反应
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the ...
酸卤化物到酮:Gilman 试剂
酸卤化物到酮:Gilman 试剂
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at ...
酸酐的制备
酸酐的制备
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic ...
酸酐的反应
酸酐的反应
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in ...
酯类制羧酸:皂化
酯类制羧酸:皂化
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution ...
酯制羧酸:酸催化水解
酯制羧酸:酸催化水解
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in ...
酯类到醇类:氢化物还原
酯类到醇类:氢化物还原
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of ...
酯类到醇类:格氏反应
酯类到醇类:格氏反应
The reaction of an ester with a Grignard reagent, followed by hydrolysis of the magnesium alkoxide salt in aqueous acid, yields a tertiary alcohol. In the ...
酰胺的制备
酰胺的制备
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The ...
酰胺制羧酸:水解
酰胺制羧酸:水解
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires ...
酰胺制胺:LiAlH<sub>4</sub> 还原
酰胺制胺:LiAlH4 还原
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, ...
腈的制备
腈的制备
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or ...
腈制羧酸:水解
腈制羧酸:水解
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The ...
腈到酮:格氏反应
腈到酮:格氏反应
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles ...
腈制胺:LiAlH<sub>4</sub> 还原
腈制胺:LiAlH4 还原
Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. ...
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