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第6章

ハロゲン化アルキルの求核置換反応と脱離反応

ハロゲン化アルキル
ハロゲン化アルキル
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 ...
求核置換反応
求核置換反応
Historical perspective In 1896, the German chemist Paul Walden discovered that he could interconvert pure enantiomeric (+) and (-) malic acids through a ...
求核剤
求核剤
The word “nucleophile” has a Greek root and translates to nucleus-loving. Nucleophiles are either negatively charged or neutral species with a ...
求電子剤
求電子剤
This lesson explains the definition, classification, and characteristic features of an electrophile that are key features of nucleophilic substitution ...
グループからの退出
グループからの退出
The nature of leaving groups strongly influences the outcome of a nucleophilic substitution reaction. In general, in a nucleophilic substitution reaction, ...
カルボカチオン
カルボカチオン
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an ...
S<sub>N</sub>2反応:動力学
SN2反応:動力学
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反応:メカニズム
SN2反応:メカニズム
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反応:遷移状態
SN2反応:遷移状態
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反応:立体化学
SN2反応:立体化学
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反応:動力学
SN1反応:動力学
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反応:メカニズム
SN1反応:メカニズム
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反応:立体化学
SN1反応:立体化学
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 ...
予測製品: S<sub>N</sub>1 対 S<sub>N</sub>2
予測製品: SN1 対 SN2
Nucleophilic substitution reactions of alkyl halides can proceed via an SN1 or an SN2 mechanism. While in SN2 reactions, the nucleophile attacks the ...
消去反応
消去反応
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反応:動力学とメカニズム
E2反応:動力学とメカニズム
SN2 substitutions and E2 eliminations of alkyl halides proceed via a concerted pathway. While the nucleophile attacks the alpha carbon in SN2 reactions, ...
E2反応:立体化学と位置化学
E2反応:立体化学と位置化学
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the ...
E1反応:動力学とメカニズム
E1反応:動力学とメカニズム
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反応:立体化学と位置化学
E1反応:立体化学と位置化学
One of the critical aspects of the E1 reaction mechanism, as also observed in E2, is the regiochemistry, with multiple regioisomers obtained as products. ...
製品の予測:代替と排除
製品の予測:代替と排除
When a nucleophile and an alkyl halide react, nucleophilic substitution and β-elimination reactions compete to generate products. The following ...
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