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Kapitel 14

Carbonsäurederivate

Carbonsäurederivate: Überblick
Carbonsäurederivate: Überblick
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic ...
Nomenklatur von Carbonsäurederivaten: Säurehalogenide, Ester und Säureanhydride
Nomenklatur von Carbonsäurederivaten: Säurehalogenide, Ester und Säureanhydride
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to ...
Nomenklatur von Carbonsäurederivaten: Amide und Nitrile
Nomenklatur von Carbonsäurederivaten: Amide und Nitrile
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and ...
Strukturen von Carbonsäurederivaten
Strukturen von Carbonsäurederivaten
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or ...
Physikalische Eigenschaften von Carbonsäurederivaten
Physikalische Eigenschaften von Carbonsäurederivaten
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into ...
Acidität und Basizität von Carbonsäurederivaten
Acidität und Basizität von Carbonsäurederivaten
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In ...
Spektroskopie von Carbonsäurederivaten
Spektroskopie von Carbonsäurederivaten
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond ...
Relative Reaktivität von Carbonsäurederivaten
Relative Reaktivität von Carbonsäurederivaten
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of ...
Nukleophile Acylsubstitution von Carbonsäurederivaten
Nukleophile Acylsubstitution von Carbonsäurederivaten
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and ...
Säurehalogenide zu Carbonsäuren: Hydrolyse
Säurehalogenide zu Carbonsäuren: Hydrolyse
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction ...
Säurehalogenide zu Estern: Alkoholyse
Säurehalogenide zu Estern: Alkoholyse
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce ...
Säurehalogenide zu Amiden: Aminolyse
Säurehalogenide zu Amiden: Aminolyse
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react ...
Säurehalogenide zu Alkoholen: LiAlH4-Reduktion
Säurehalogenide zu Alkoholen: LiAlH4-Reduktion
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. ...
Säurehalogenide zu Alkoholen: Grignard-Reaktion
Säurehalogenide zu Alkoholen: Grignard-Reaktion
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the ...
Säurehalogenide zu Ketonen: Gilman-Reagenz
Säurehalogenide zu Ketonen: Gilman-Reagenz
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at ...
Herstellung von Säureanhydriden
Herstellung von Säureanhydriden
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic ...
Reaktionen von Säureanhydriden
Reaktionen von Säureanhydriden
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in ...
Ester zu Carbonsäuren: Verseifung
Ester zu Carbonsäuren: Verseifung
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution ...
Ester zu Carbonsäuren: Säurekatalysierte Hydrolyse
Ester zu Carbonsäuren: Säurekatalysierte Hydrolyse
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in ...
Ester zu Alkoholen: Hydrid-Reduktionen
Ester zu Alkoholen: Hydrid-Reduktionen
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of ...
Ester zu Alkoholen: Grignard-Reaktion
Ester zu Alkoholen: Grignard-Reaktion
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 ...
Herstellung von Amiden
Herstellung von Amiden
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The ...
Amide zu Carbonsäuren: Hydrolyse
Amide zu Carbonsäuren: Hydrolyse
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires ...
Amide zu Aminen: LiAlH4-Reduktion
Amide zu Aminen: LiAlH4-Reduktion
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, ...
Herstellung von Nitrilen
Herstellung von Nitrilen
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or ...
Nitrile zu Carbonsäuren: Hydrolyse
Nitrile zu Carbonsäuren: Hydrolyse
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The ...
Nitrile zu Ketonen: Grignard Reaktion
Nitrile zu Ketonen: Grignard Reaktion
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles ...
Nitrile zu Aminen: LiAlH4 Reduktion
Nitrile zu Aminen: LiAlH4 Reduktion
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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