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第 14 章

カルボン酸誘導体

カルボン酸誘導体:概要
カルボン酸誘導体:概要
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic ...
カルボン酸誘導体の命名法:酸性ハロゲン化物、エステル、および酸性無水物
カルボン酸誘導体の命名法:酸性ハロゲン化物、エステル、および酸性無水物
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to ...
カルボン酸誘導体の命名法:アミドとニトリル
カルボン酸誘導体の命名法:アミドとニトリル
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and ...
カルボン酸誘導体の構造
カルボン酸誘導体の構造
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or ...
カルボン酸誘導体の物性
カルボン酸誘導体の物性
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into ...
カルボン酸誘導体の酸性度と塩基性
カルボン酸誘導体の酸性度と塩基性
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In ...
カルボン酸誘導体の分光法
カルボン酸誘導体の分光法
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond ...
カルボン酸誘導体の相対反応性
カルボン酸誘導体の相対反応性
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of ...
カルボン酸誘導体の求核性アシル置換
カルボン酸誘導体の求核性アシル置換
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and ...
酸性ハロゲン化物からカルボン酸へ:加水分解
酸性ハロゲン化物からカルボン酸へ:加水分解
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction ...
酸性ハロゲン化物からエステルへ:アルコール依存症
酸性ハロゲン化物からエステルへ:アルコール依存症
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce ...
酸性ハロゲン化物からアミド:アミノリシス
酸性ハロゲン化物からアミド:アミノリシス
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react ...
酸性ハロゲン化物からアルコール:LiAlH<sub>4</sub>の減少
酸性ハロゲン化物からアルコール:LiAlH4の減少
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. ...
酸性ハロゲン化物からアルコールへ:グリニャール反応
酸性ハロゲン化物からアルコールへ:グリニャール反応
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the ...
酸性ハロゲン化物からケトン体へ:ギルマン試薬
酸性ハロゲン化物からケトン体へ:ギルマン試薬
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at ...
酸性無水物の調製
酸性無水物の調製
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic ...
酸無水物の反応
酸無水物の反応
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in ...
エステルからカルボン酸へ:鹸化
エステルからカルボン酸へ:鹸化
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution ...
エステルからカルボン酸へ:酸触媒加水分解
エステルからカルボン酸へ:酸触媒加水分解
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in ...
アルコールへのエステル:水素化物還元
アルコールへのエステル:水素化物還元
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of ...
エステルからアルコールへ:グリニャール反応
エステルからアルコールへ:グリニャール反応
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 ...
アミドの調製
アミドの調製
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The ...
アミドからカルボン酸への:加水分解
アミドからカルボン酸への:加水分解
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires ...
アミドからアミン:LiAlH<sub>4</sub>還元
アミドからアミン:LiAlH4還元
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, ...
ニトリルの調製
ニトリルの調製
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or ...
ニトリルからカルボン酸へ:加水分解
ニトリルからカルボン酸へ:加水分解
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The ...
ニトリルからケトンへ:グリニャール反応
ニトリルからケトンへ:グリニャール反応
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles ...
ニトリルからアミンへ:LiAlH<sub>4</sub>の還元
ニトリルからアミンへ:LiAlH4の還元
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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