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Chapter 6

Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

ألكيل هاليدس
ألكيل هاليدس
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 ...
تفاعلات الاستبدال النووي
تفاعلات الاستبدال النووي
Historical perspective In 1896, the German chemist Paul Walden discovered that he could interconvert pure enantiomeric (+) and (-) malic acids through a ...
المحبة للنوكليات
المحبة للنوكليات
The word “nucleophile” has a Greek root and translates to nucleus-loving. Nucleophiles are either negatively charged or neutral species with a ...
المحبة للكهرباء
المحبة للكهرباء
This lesson explains the definition, classification, and characteristic features of an electrophile that are key features of nucleophilic substitution ...
مغادرة المجموعات
مغادرة المجموعات
The nature of leaving groups strongly influences the outcome of a nucleophilic substitution reaction. In general, in a nucleophilic substitution reaction, ...
الكربوكاتيون
الكربوكاتيون
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an ...
رد فعل S<sub>N</sub>2: الحركية
رد فعل SN2: الحركية
Kinetic Studies and Significance In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction ...
رد فعل S<sub>N</sub>2: آلية
رد فعل SN2: آلية
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 التفاعل: الحالة الانتقالية
SN2 التفاعل: الحالة الانتقالية
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 التفاعل: الكيمياء الفراغية
SN2 التفاعل: الكيمياء الفراغية
In an SN2 reaction, the nucleophilic attack on the substrate and departure of the leaving group occurs simultaneously through a transition state. As the ...
رد فعل S<sub>N</sub>1: الحركية
رد فعل SN1: الحركية
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 التفاعل: آلية
SN1 التفاعل: آلية
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 التفاعل: الكيمياء الفراغية
SN1 التفاعل: الكيمياء الفراغية
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 ...
التنبؤ بالمنتجات: S<sub>N</sub>1 مقابل S<sub>N</sub>2
التنبؤ بالمنتجات: SN1 مقابل SN2
Nucleophilic substitution reactions of alkyl halides can proceed via an SN1 or an SN2 mechanism. While in SN2 reactions, the nucleophile attacks the ...
ردود فعل الإقصاء
ردود فعل الإقصاء
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 ...
تفاعل E2: الحركية والآلية
تفاعل E2: الحركية والآلية
SN2 substitutions and E2 eliminations of alkyl halides proceed via a concerted pathway. While the nucleophile attacks the alpha carbon in SN2 reactions, ...
رد فعل E2: الكيمياء الفراغية والكيمياء السكنية
رد فعل E2: الكيمياء الفراغية والكيمياء السكنية
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the ...
تفاعل E1: الحركية والآلية
تفاعل E1: الحركية والآلية
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 ...
رد فعل E1: الكيمياء الفراغية والكيمياء السكنية
رد فعل E1: الكيمياء الفراغية والكيمياء السكنية
One of the critical aspects of the E1 reaction mechanism, as also observed in E2, is the regiochemistry, with multiple regioisomers obtained as products. ...
التنبؤ بالمنتجات: الاستبدال مقابل الإقصاء
التنبؤ بالمنتجات: الاستبدال مقابل الإقصاء
When a nucleophile and an alkyl halide react, nucleophilic substitution and β-elimination reactions compete to generate products. The following ...
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