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Kapitel 6

Nukleophile Substitutions- und Eliminierungsreaktionen von Alkylhalogeniden

Alkylhalogenide
Alkylhalogenide
Structural Properties Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as ...
Nukleophile Substitutionsreaktionen
Nukleophile Substitutionsreaktionen
Historical perspective In 1896, the German chemist Paul Walden discovered that he could interconvert pure enantiomeric (+) and (-) malic acids through a ...
Nukleophile
Nukleophile
The word “nucleophile” has a Greek root and translates to nucleus-loving. Nucleophiles are either negatively charged or neutral species with a ...
Elektrophile
Elektrophile
This lesson explains the definition, classification, and characteristic features of an electrophile that are key features of nucleophilic substitution ...
Verlassen von Gruppen
Verlassen von Gruppen
The nature of leaving groups strongly influences the outcome of a nucleophilic substitution reaction. In general, in a nucleophilic substitution reaction, ...
Karbationen
Karbationen
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an ...
S<sub>N</sub>2 Reaktion: Kinetik
SN2 Reaktion: Kinetik
Kinetic Studies and Significance In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction ...
S<sub>N</sub>2 Reaktion: Mechanismus
SN2 Reaktion: Mechanismus
The kinetic studies of SN2 reactions suggest an essential feature of its mechanism: it is a single-step process without intermediates. Here, both the ...
S<sub>N</sub>2 Reaktion: Übergangszustand
SN2 Reaktion: Übergangszustand
An SN2 reaction of an alkyl halide is a single-step process in which bond formation between the nucleophile and the substrate and bond breaking between ...
S<sub>N</sub>2 Reaktion: Stereochemie
SN2 Reaktion: Stereochemie
In an SN2 reaction, the nucleophilic attack on the substrate and departure of the leaving group occurs simultaneously through a transition state. As the ...
S<sub>N</sub>1 Reaktion: Kinetik
SN1 Reaktion: Kinetik
In an SN2 reaction, the reaction rate depends on both the type of nucleophile and the substrate. A hindered tertiary alkyl halide is practically inert to ...
S<sub>N</sub>1 Reaktion: Mechanismus
SN1 Reaktion: Mechanismus
Kinetic studies of ionization of a tertiary halide in a protic solvent suggest that only the substrate participates in the rate-determining step (slow ...
S<sub>N</sub>1 Reaktion: Stereochemie
SN1 Reaktion: Stereochemie
This lesson provides an in-depth discussion of the stereochemical outcomes in an SN1 reaction. In the first step of an SN1 reaction, the bond between the ...
Vorhersage von Produkten: S<sub>N</sub>1 vs. S<sub>N</sub>2
Vorhersage von Produkten: SN1 vs. SN2
Nucleophilic substitution reactions of alkyl halides can proceed via an SN1 or an SN2 mechanism. While in SN2 reactions, the nucleophile attacks the ...
Eliminationsreaktionen
Eliminationsreaktionen
A nucleophile can react with an alkyl halide to give the substitution product by displacing the halogen. Or it can function as a base to give the ...
E2-Reaktion: Kinetik und Mechanismus
E2-Reaktion: Kinetik und Mechanismus
SN2 substitutions and E2 eliminations of alkyl halides proceed via a concerted pathway. While the nucleophile attacks the alpha carbon in SN2 reactions, ...
E2-Reaktion: Stereochemie und Regiochemie
E2-Reaktion: Stereochemie und Regiochemie
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the ...
E1-Reaktion: Kinetik und Mechanismus
E1-Reaktion: Kinetik und Mechanismus
Here, in contrast to the E2 reaction mechanism, we delve into the aspects of the E1 reaction mechanism, which has two steps: rate-limiting loss of the ...
E1-Reaktion: Stereochemie und Regiochemie
E1-Reaktion: Stereochemie und Regiochemie
One of the critical aspects of the E1 reaction mechanism, as also observed in E2, is the regiochemistry, with multiple regioisomers obtained as products. ...
Vorhersage von Produkten: Substitution vs. Eliminierung
Vorhersage von Produkten: Substitution vs. Eliminierung
When a nucleophile and an alkyl halide react, nucleophilic substitution and β-elimination reactions compete to generate products. The following ...
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