Iniciar sesión

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. This is accomplished by treating the amine with an excess of alkyl halide, which results in a halide salt. Next, the halide salt is transformed into a hydroxide salt that functions as a base to enable elimination.

Under thermal conditions, the hydroxide can abstract a proton from the β carbon; this generates an alkene with the simultaneous release of a neutral amine molecule. This elimination process is called the Hofmann elimination. For the elimination to occur, the β proton and tertiary amine group must be positioned opposite or anti-periplanar to each other. This reaction yields the less substituted alkene as the major product, also known as the Hofmann product.

Tags

Hofmann EliminationAminesAlkenesE2 EliminationQuaternary Ammonium SaltAlkyl HalideHydroxide SaltcarbonAnti periplanarHofmann ProductLess Substituted Alkene

Del capítulo 19:

article

Now Playing

19.21 : Amines to Alkenes: Hofmann Elimination

Amines

2.4K Vistas

article

19.1 : Aminas: Introducción

Amines

4.0K Vistas

article

19.2 : Nomenclatura de las aminas primarias

Amines

3.2K Vistas

article

19.3 : Nomenclatura de aminas secundarias y terciarias

Amines

3.5K Vistas

article

19.4 : Nomenclatura de aminas de arilo y heterocíclicas

Amines

2.2K Vistas

article

19.5 : Estructura de las aminas

Amines

2.4K Vistas

article

19.6 : Propiedades físicas de las aminas

Amines

2.8K Vistas

article

19.7 : Basicidad de las aminas alifáticas

Amines

5.5K Vistas

article

19.8 : Basicidad de las aminas aromáticas

Amines

6.9K Vistas

article

19.9 : Basicidad de las aminas aromáticas heterocíclicas

Amines

5.3K Vistas

article

19.10 : Espectroscopía de RMN de aminas

Amines

8.1K Vistas

article

19.11 : Espectrometría de masas de aminas

Amines

4.0K Vistas

article

19.12 : Preparación de aminas: alquilación de amoníaco y aminas

Amines

3.1K Vistas

article

19.13 : Preparación de 1° Aminas: Síntesis de Azidas

Amines

3.7K Vistas

article

19.14 : Preparación de 1° Aminas: Gabriel Síntesis

Amines

3.4K Vistas

See More

JoVE Logo

Privacidad

Condiciones de uso

Políticas

Investigación

Educación

ACERCA DE JoVE

Copyright © 2025 MyJoVE Corporation. Todos los derechos reservados