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Chapter 6

Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Halogenki alkilowe
Halogenki alkilowe
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 ...
Reakcje substytucji nukleofilowej
Reakcje substytucji nukleofilowej
Historical perspective In 1896, the German chemist Paul Walden discovered that he could interconvert pure enantiomeric (+) and (-) malic acids through a ...
Nukleofile
Nukleofile
The word “nucleophile” has a Greek root and translates to nucleus-loving. Nucleophiles are either negatively charged or neutral species with a ...
Elektrofile
Elektrofile
This lesson explains the definition, classification, and characteristic features of an electrophile that are key features of nucleophilic substitution ...
Opuszczanie grup
Opuszczanie grup
The nature of leaving groups strongly influences the outcome of a nucleophilic substitution reaction. In general, in a nucleophilic substitution reaction, ...
Karbokationy
Karbokationy
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an ...
s<sub>n</sub>2 Reakcja: Kinetyka
sn2 Reakcja: Kinetyka
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 Reakcja: Mechanizm
sn2 Reakcja: Mechanizm
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 Reakcja: stan przejściowy
SN2 Reakcja: stan przejściowy
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 Reakcja: Stereochemia
SN2 Reakcja: Stereochemia
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 Reakcja: Kinetyka
SN1 Reakcja: Kinetyka
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 Reakcja: Mechanizm
sn1 Reakcja: Mechanizm
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 Reakcja: Stereochemia
SN1 Reakcja: Stereochemia
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 ...
Procesy przewidywania: S<sub>N</sub>1 vs. S<sub>N</sub>2
Procesy przewidywania: 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 ...
Reakcje eliminacji
Reakcje eliminacji
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 ...
Reakcja E2: kinetyka i mechanizm
Reakcja E2: kinetyka i mechanizm
SN2 substitutions and E2 eliminations of alkyl halides proceed via a concerted pathway. While the nucleophile attacks the alpha carbon in SN2 reactions, ...
Reakcja E2: stereochemia i regiochemia
Reakcja E2: stereochemia i regiochemia
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the ...
Reakcja E1: kinetyka i mechanizm
Reakcja E1: kinetyka i mechanizm
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 ...
Reakcja E1: stereochemia i regiochemia
Reakcja E1: stereochemia i regiochemia
One of the critical aspects of the E1 reaction mechanism, as also observed in E2, is the regiochemistry, with multiple regioisomers obtained as products. ...
Przewidywanie produktów: substytucja a eliminacja
Przewidywanie produktów: substytucja a eliminacja
When a nucleophile and an alkyl halide react, nucleophilic substitution and β-elimination reactions compete to generate products. The following ...
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