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Chapter 14

Carboxylic Acid Derivatives

카르복실산 유도체: 개요
카르복실산 유도체: 개요
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic ...
카르복실산 유도체의 명명법: Acid Halides, Esters 및 Acid Anhydrides
카르복실산 유도체의 명명법: Acid Halides, Esters 및 Acid Anhydrides
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to ...
카르복실산 유도체의 명명법: 아미드와 니트릴
카르복실산 유도체의 명명법: 아미드와 니트릴
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and ...
카르복실산 유도체의 구조
카르복실산 유도체의 구조
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or ...
카르복실산 유도체의 물리적 특성
카르복실산 유도체의 물리적 특성
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into ...
카르복실산 유도체의 산도와 염기도
카르복실산 유도체의 산도와 염기도
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In ...
Carboxylic Acid Derivatives의 분광법
Carboxylic Acid Derivatives의 분광법
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond ...
카르복실산 유도체의 상대 반응성
카르복실산 유도체의 상대 반응성
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of ...
카르복실산 유도체의 친핵성 아실 치환
카르복실산 유도체의 친핵성 아실 치환
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and ...
산 할로겐화물에서 카르복실산으로: 가수분해
산 할로겐화물에서 카르복실산으로: 가수분해
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction ...
산성 할로겐화물에서 에스테르로: Alcoholysis
산성 할로겐화물에서 에스테르로: Alcoholysis
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce ...
산성 할로겐화물에서 아미드로: Aminolysis
산성 할로겐화물에서 아미드로: Aminolysis
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react ...
산 할로겐화물에서 알코올로: LiAlH<sub>4</sub> 환원
산 할로겐화물에서 알코올로: LiAlH4 환원
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. ...
산성 할로겐화물에서 알코올로: 그리나드 반응
산성 할로겐화물에서 알코올로: 그리나드 반응
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the ...
케톤에 대한 산 할로겐화물: Gilman 시약
케톤에 대한 산 할로겐화물: Gilman 시약
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at ...
산 무수물의 준비
산 무수물의 준비
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic ...
산 무수물의 반응
산 무수물의 반응
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in ...
에스테르에서 카르복실산으로: 비누화
에스테르에서 카르복실산으로: 비누화
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution ...
에스테르에서 카르복실산으로: 산 촉매 가수분해
에스테르에서 카르복실산으로: 산 촉매 가수분해
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in ...
에스테르에서 알코올로: 수소화물 환원
에스테르에서 알코올로: 수소화물 환원
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of ...
에스테르에서 알코올로: 그리나드 반응
에스테르에서 알코올로: 그리나드 반응
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 ...
아미드의 준비
아미드의 준비
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The ...
아미드에서 카르복실산으로: 가수분해
아미드에서 카르복실산으로: 가수분해
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires ...
아미드에서 아민으로: LiAlH<sub>4</sub> 환원
아미드에서 아민으로: LiAlH4 환원
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, ...
니트릴의 준비
니트릴의 준비
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or ...
니트릴에서 카르복실산으로: 가수분해
니트릴에서 카르복실산으로: 가수분해
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The ...
니트릴에서 케톤으로: 그리나드 반응
니트릴에서 케톤으로: 그리나드 반응
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles ...
니트릴에서 아민으로: LiAlH<sub>4</sub> 환원
니트릴에서 아민으로: LiAlH4 환원
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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