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Chapter 19

Amines

Aminas: Introducción
Aminas: Introducción
Amines are organic derivatives of ammonia. They are formed by replacing one or more ammonia protons with alkyl or aryl groups. Depending upon the number ...
Nomenclatura de las aminas primarias
Nomenclatura de las aminas primarias
Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), ...
Nomenclatura de aminas secundarias y terciarias
Nomenclatura de aminas secundarias y terciarias
The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary ...
Nomenclatura de aminas de arilo y heterocíclicas
Nomenclatura de aminas de arilo y heterocíclicas
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is ...
Estructura de las aminas
Estructura de las aminas
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which ...
Propiedades físicas de las aminas
Propiedades físicas de las aminas
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, ...
Basicidad de las aminas alifáticas
Basicidad de las aminas alifáticas
Amines can behave as Brønsted–Lowry bases by accepting a proton from the acid to form corresponding conjugate acids. Due to a lone pair of ...
Basicidad de las aminas aromáticas
Basicidad de las aminas aromáticas
The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in ...
Basicidad de las aminas aromáticas heterocíclicas
Basicidad de las aminas aromáticas heterocíclicas
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine ...
Espectroscopía de RMN de aminas
Espectroscopía de RMN de aminas
In proton NMR spectroscopy, primary amines and secondary amines showcase their N–H protons as a broad signal in the chemical shift range between ...
Espectrometría de masas de aminas
Espectrometría de masas de aminas
In mass spectroscopy, amines undergo fragmentation to give parent ions with odd molecule weights. This observed mass spectrum follows the nitrogen rule: a ...
Preparación de aminas: alquilación de amoníaco y aminas
Preparación de aminas: alquilación de amoníaco y aminas
Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines ...
Preparación de 1° Aminas: Síntesis de Azidas
Preparación de 1° Aminas: Síntesis de Azidas
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide ...
Preparación de 1° Aminas: Gabriel Síntesis
Preparación de 1° Aminas: Gabriel Síntesis
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred ...
Preparación de aminas: reducción de oximas y compuestos nitro
Preparación de aminas: reducción de oximas y compuestos nitro
Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and ...
Preparación de aminas: reducción de amidas y nitrilos
Preparación de aminas: reducción de amidas y nitrilos
Nitriles can be reduced to primary amines using reducing agents like lithium aluminum hydride or catalytic hydrogenation. The reduction introduces an ...
Preparación de aminas: aminación reductora de aldehídos y cetonas
Preparación de aminas: aminación reductora de aldehídos y cetonas
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, ...
Preparación de 1° Aminas: Resumen del reordenamiento de Hofmann y Curtius
Preparación de 1° Aminas: Resumen del reordenamiento de Hofmann y Curtius
In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary ...
Preparación de 1° Aminas: Mecanismo de Reordenamiento de Hofmann y Curtius
Preparación de 1° Aminas: Mecanismo de Reordenamiento de Hofmann y Curtius
The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl ...
Aminas a amidas: Acilación de aminas
Aminas a amidas: Acilación de aminas
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction ...
De aminas a alquenos: Eliminación de Hofmann
De aminas a alquenos: Eliminación de Hofmann
Alkenes can be obtained from amines via an E2 elimination. The amine is first converted into a good leaving group, such as a quaternary ammonium salt. ...
De aminas a alquenos: Eliminación de Cope
De aminas a alquenos: Eliminación de Cope
Cope elimination reaction involves the conversion of tertiary amines to alkene using hydrogen peroxide under thermal conditions, as depicted in figure 1. ...
1° Aminas a sales de diazonio o arildazizonio: Diazotización con NaNO<sub>2</sub> Visión general
1° Aminas a sales de diazonio o arildazizonio: Diazotización con NaNO2 Visión general
Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa ...
1° Aminas a sales de diazonio o arildaliazonio: Diazotización con mecanismo de NaNO<sub>2</sub>
1° Aminas a sales de diazonio o arildaliazonio: Diazotización con mecanismo de NaNO2
Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic ...
2° Aminas a N-Nitrosaminas: Reacción con<sub>NaNO2</sub> <em></em>
2° Aminas a N-Nitrosaminas: Reacción conNaNO2
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from ...
Sustitución del grupo diazonio por halógenos y cianuro: reacciones de Sandmeyer y Schiemann
Sustitución del grupo diazonio por halógenos y cianuro: reacciones de Sandmeyer y Schiemann
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. ...
Sustitución del grupo diazonio: –OH y –H
Sustitución del grupo diazonio: –OH y –H
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in ...
Sales de arildazionio a colorantes azoicos: acoplamiento diazo
Sales de arildazionio a colorantes azoicos: acoplamiento diazo
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of ...
De aminas a sulfonamidas: la prueba de Hinsberg
De aminas a sulfonamidas: la prueba de Hinsberg
The Hinsberg test is a method to identify primary, secondary and tertiary amines, named after its pioneer, Oscar Hinsberg. Here, amines are treated with ...
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