< Back to Core

Chapter 14

Carboxylic Acid Derivatives

check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
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 …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Peptidomimetics are great sources of protein ligands. The oligomeric nature of these compounds enables us to access large synthetic libraries on solid …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
Ynones are a valuable functional group and building block in organic synthesis. Ynones serve as a precursor to many important organic functional groups …
check_url/de/science-education-library/1824/carboxylic-acid-derivatives/
The Steglich esterification is a widely-used reaction for the synthesis of esters from carboxylic acids and alcohols. While efficient and mild, the …