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Chapter 14

Carboxylic Acid Derivatives

Derivati dell'acido carbossilico: panoramica
Derivati dell'acido carbossilico: panoramica
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic ...
Nomenclatura dei derivati dell'acido carbossilico: alogenuri acidi, esteri e anidridi acide
Nomenclatura dei derivati dell'acido carbossilico: alogenuri acidi, esteri e anidridi acide
Naming Acid Halides The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to ...
Nomenclatura dei derivati dell'acido carbossilico: ammidi e nitrili
Nomenclatura dei derivati dell'acido carbossilico: ammidi e nitrili
Naming Amides The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and ...
Strutture dei derivati dell'acido carbossilico
Strutture dei derivati dell'acido carbossilico
Structure of Carboxylic Acid Derivatives Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or ...
Proprietà fisiche dei derivati dell'acido carbossilico
Proprietà fisiche dei derivati dell'acido carbossilico
Intermolecular forces dictate several physical properties such as boiling points, melting points, solubilities, and so forth. They are classified into ...
Acidità e basicità dei derivati dell'acido carbossilico
Acidità e basicità dei derivati dell'acido carbossilico
Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In ...
Spettroscopia di derivati dell'acido carbossilico
Spettroscopia di derivati dell'acido carbossilico
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond ...
Reattività relativa dei derivati dell'acido carbossilico
Reattività relativa dei derivati dell'acido carbossilico
Carboxylic acid derivatives such as acid halides, anhydrides, esters, and amides undergo nucleophilic acyl substitution reactions with varying degrees of ...
Sostituzione nucleofila acilica di derivati dell'acido carbossilico
Sostituzione nucleofila acilica di derivati dell'acido carbossilico
Nucleophilic acyl substitution is an important class of substitution reactions involving a nucleophile and an acyl compound, such as carboxylic acids and ...
Alogenuri acidi in acidi carbossilici: idrolisi
Alogenuri acidi in acidi carbossilici: idrolisi
Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction ...
Alogenuri acidi a esteri: Alcolysis
Alogenuri acidi a esteri: Alcolysis
Alcoholysis is a nucleophilic acyl substitution reaction in which an alcohol functions as a nucleophile. Acid halides react with alcohol to produce ...
Alogenuri acidi ad ammidi: amminolisi
Alogenuri acidi ad ammidi: amminolisi
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react ...
Alogenuri acidi in alcoli: Riduzione LiAlH<sub>4</sub>
Alogenuri acidi in alcoli: Riduzione LiAlH4
Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride. The mechanism proceeds in three steps. ...
Alogenuri acidi in alcoli: reazione di Grignard
Alogenuri acidi in alcoli: reazione di Grignard
Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the ...
Alogenuri acidi in chetoni: reagente Gilman
Alogenuri acidi in chetoni: reagente Gilman
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at ...
Preparazione di anidridi acide
Preparazione di anidridi acide
One of the methods for preparing symmetrical or unsymmetrical acid anhydrides involves the treatment of acid chlorides with the sodium salt of carboxylic ...
Reazioni delle anidridi acide
Reazioni delle anidridi acide
The reactions of acid anhydrides are analogous to the reactions of acid chlorides and proceed via a nucleophilic acyl substitution. They only differ in ...
Esteri in acidi carbossilici: saponificazione
Esteri in acidi carbossilici: saponificazione
Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution ...
Esteri in acidi carbossilici: idrolisi catalizzata da acido
Esteri in acidi carbossilici: idrolisi catalizzata da acido
Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in ...
Esteri ad alcoli: riduzioni di idruri
Esteri ad alcoli: riduzioni di idruri
Esters are reduced to primary alcohols when treated with a strong reducing agent like lithium aluminum hydride. The reaction requires two equivalents of ...
Esteri ad alcoli: reazione di Grignard
Esteri ad alcoli: reazione di Grignard
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 ...
Preparazione delle Ammidi
Preparazione delle Ammidi
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC). The ...
Ammidi in acidi carbossilici: idrolisi
Ammidi in acidi carbossilici: idrolisi
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires ...
Ammidi in ammine: Riduzione di LiAlH<sub>4</sub>
Ammidi in ammine: Riduzione di LiAlH4
Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, ...
Preparazione dei nitrili
Preparazione dei nitrili
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or ...
Nitrili in acidi carbossilici: idrolisi
Nitrili in acidi carbossilici: idrolisi
Nitriles undergo acid-catalyzed hydrolysis or base-catalyzed hydrolysis to form a carboxylic acid. These reactions proceed via an amide intermediate. The ...
Nitrili a chetoni: reazione di Grignard
Nitrili a chetoni: reazione di Grignard
Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles ...
Nitrili ad ammine: Riduzione LiAlH<sub>4</sub>
Nitrili ad ammine: Riduzione LiAlH4
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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