Jove
Visualize
Contáctanos
JoVE
x logofacebook logolinkedin logoyoutube logo
ACERCA DE JoVE
Visión GeneralLiderazgoBlogCentro de Ayuda JoVE
AUTORES
Proceso de PublicaciónConsejo EditorialAlcance y PolíticasRevisión por ParesPreguntas FrecuentesEnviar
BIBLIOTECARIOS
TestimoniosSuscripcionesAccesoRecursosConsejo Asesor de BibliotecasPreguntas Frecuentes
INVESTIGACIÓN
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchivo
EDUCACIÓN
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualCentro de Recursos para ProfesoresSitio de Profesores
Términos y Condiciones de Uso
Política de Privacidad
Políticas

Videos de Conceptos Relacionados

Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

5.1K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.1K
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene01:14

Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene

2.5K
Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.
2.5K
Halogenation of Alkenes02:46

Halogenation of Alkenes

15.6K
Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
15.6K
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene01:15

Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene

8.1K
Chlorination and bromination are important classes of electrophilic aromatic substitutions, where benzene reacts with chlorine or bromine in the presence of a Lewis acid catalyst to give halogenated substitution products. A Lewis acid such as aluminium chloride or ferric chloride catalyzes the chlorination, and ferric bromide catalyzes the bromination reactions. During the bromination of alkenes, bromine polarizes and becomes electrophilic. However, in the bromination of benzene, the bromine...
8.1K
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

4.8K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
4.8K
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene01:17

Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene

5.6K
The electrophilic addition of hydrogen halides such as HBr to alkenes and nonconjugated dienes gives a single product as per Markovnikov’s rule.
5.6K

También podría leer

Artículos Relacionados

Artículos vinculados a este trabajo por autores compartidos, revista y gráfico de citas.

Ordenar por
Same author

Association of Changes in Intrinsic Capacity With Cognitive Decline and Dementia: A Prospective Cohort Study.

Neurology·2026
Same author

Large-scale plasma proteomics improves prediction of heart failure among MASLD individuals: A prospective cohort study.

American journal of preventive cardiology·2026
Same author

Highly Selective Dimerization of 3-Trioxotriangulene Mediated by Delocalized π-Radical Character on Au(111).

Journal of the American Chemical Society·2026
Same author

Uncovering and Engineering Mixed-Valence States in Blatter-Type Radicals on Au(111).

Journal of the American Chemical Society·2026
Same author

Intrinsic Capacity, Genetic Susceptibility and Incident Cardiovascular Disease Among Individuals With Diabetes: A Prospective Cohort Study.

Diabetes, obesity & metabolism·2026
Same author

Discovery of di-amino acid antimicrobial peptide mimetics with heteroatom-incorporated linkers for potent antibacterial activity and low hemolytic toxicity.

European journal of medicinal chemistry·2026

Video Experimental Relacionado

Updated: Jun 28, 2025

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K

Acoplamiento deshidrobrominativo asistido por superficie de plata entre bromuros de arilo idénticos

Zhen-Yu Yi1,2, Zi-Cong Wang1,2, Ruo-Ning Li1,2

  • 1CAS Key Laboratory of Molecular Nanostructure and Nanotechnology, CAS Research/Education Center for Excellence in Molecular Sciences, Beijing National Laboratory for Molecular Sciences (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

Journal of the American Chemical Society
|April 10, 2024
PubMed
Resumen

Los investigadores lograron el acoplamiento selectivo deshidrobrominativo de moléculas idénticas en superficies de plata. Esta reacción inesperada proporciona nuevas herramientas sintéticas y conocimientos mecanicistas sobre las reacciones de acoplamiento catalizadas en la superficie.

Más Videos Relacionados

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.3K
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
08:56

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

Published on: November 30, 2022

2.7K

Videos de Experimentos Relacionados

Last Updated: Jun 28, 2025

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K
Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.3K
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
08:56

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

Published on: November 30, 2022

2.7K

Área de la Ciencia:

  • Química de las superficies
  • Síntesis orgánica
  • Catálisis

Sus antecedentes:

  • Las reacciones de acoplamiento son vitales en la síntesis química.
  • El logro de la selectividad con precursores similares o idénticos sigue siendo un reto.

Objetivo del estudio:

  • Para reportar una inesperada reacción de acoplamiento deshidrobrominativo entre moléculas idénticas.
  • Investigar la selectividad y el mecanismo de esta reacción en superficies de plata.

Principales métodos:

  • Microscopía de túnel de barrido (STM) para el análisis de una sola molécula.
  • Cuantificación de la selectividad de la reacción.
  • Cálculos teóricos para conocimientos mecanicistas.

Principales resultados:

  • Se ha demostrado el acoplamiento selectivo deshidrobrominativo de 1,3,5-tris-2-bromofenilbenceno (TBPB) en plata.
  • Actividad de celosía de sustrato y ensamblaje molecular identificados como moduladores de selectividad.
  • Reveló un mecanismo que involucra la activación regioselectiva de C-H y el acoplamiento radical C-C.

Conclusiones:

  • El estudio amplía las metodologías sintéticas para las reacciones de acoplamiento selectivo.
  • Proporciona una comprensión mecanicista crucial de las reacciones catalizadas por la superficie y la selectividad.
  • Destaca el papel de la cinética de la reacción para lograr la selectividad.