Why do $ SN2 $ reactions prefer aprotic solvents?
Answer
562.2k+ views
Hint: Aprotic solvents are neutral solvents. They increase the rate of $ SN2 $ reaction. The $ SN2 $ reaction is a bimolecular nucleophilic substitution reaction. The rate of the reaction depends on the concentration of both the nucleophile and the molecule undergoing attack.
Complete answer:
The $ SN2 $ reaction is a nucleophilic substitution reaction where a bond is broken and another is formed simultaneously. The term ‘ $ SN2 $ ’ means Substitution nucleophilic bimolecular and so this type of reaction is also referred to as bimolecular nucleophilic substitution reaction. In this reaction, the rate of the reaction is determined by two reacting species.
During the mechanism of $ SN2 $ reactions, some of the factors are considered, such as the presence of a strong anionic nucleophile, stability of the anion, and presence of aprotic solvents. The SN2 reactions usually prefer aprotic solvents.
The aprotic solvents are neutral and they neither donate nor accept any proton.
A solvent is required in these reactions to facilitate the collision between the nucleophile and the electrophile.
Let us take an example of the aprotic solvent DMSO (Dimethyl sulfoxide):
We see here that this solvent has a $ \delta - {\text{ }}and{\text{ }}\delta + $ charge. Due to this $ \delta - $ it becomes easy for the solvent to solvate the counter ion thereby releasing the nucleophile for attack. Also as the $ \delta + $ is crowded it will not be able to solvate the nucleophile. Thus the nucleophile is free to attack the substrate. Whereas if there is a protic solvent present, it will solvate both the counter ion as well as the nucleophile and so the nucleophile is not free to attack.
Note:
The $ SN2 $ reactions are the single step reactions. There is no intermediate formation. This reaction does not produce any carbocation too. This reaction product of this reaction is inversion of the reaction and it is called Walden's inversion.
Complete answer:
The $ SN2 $ reaction is a nucleophilic substitution reaction where a bond is broken and another is formed simultaneously. The term ‘ $ SN2 $ ’ means Substitution nucleophilic bimolecular and so this type of reaction is also referred to as bimolecular nucleophilic substitution reaction. In this reaction, the rate of the reaction is determined by two reacting species.
During the mechanism of $ SN2 $ reactions, some of the factors are considered, such as the presence of a strong anionic nucleophile, stability of the anion, and presence of aprotic solvents. The SN2 reactions usually prefer aprotic solvents.
The aprotic solvents are neutral and they neither donate nor accept any proton.
A solvent is required in these reactions to facilitate the collision between the nucleophile and the electrophile.
Let us take an example of the aprotic solvent DMSO (Dimethyl sulfoxide):
We see here that this solvent has a $ \delta - {\text{ }}and{\text{ }}\delta + $ charge. Due to this $ \delta - $ it becomes easy for the solvent to solvate the counter ion thereby releasing the nucleophile for attack. Also as the $ \delta + $ is crowded it will not be able to solvate the nucleophile. Thus the nucleophile is free to attack the substrate. Whereas if there is a protic solvent present, it will solvate both the counter ion as well as the nucleophile and so the nucleophile is not free to attack.
Note:
The $ SN2 $ reactions are the single step reactions. There is no intermediate formation. This reaction does not produce any carbocation too. This reaction product of this reaction is inversion of the reaction and it is called Walden's inversion.
Recently Updated Pages
If x a + bt + ct2 where x is in meters and t is in class 11 physics CBSE

A car covers the first half distance between two places class 11 physics CBSE

The resultant of two vectors overrightarrow P and overrightarrow class 11 physics CBSE

Find the value of cos 135 class 11 maths CBSE

A mass M is held in place by an applied force F and class 11 physics CBSE

A solution of glucose in water is labelled as 10 dfracwv class 11 chemistry CBSE

Trending doubts
Find the value of the expression given below sin 30circ class 11 maths CBSE

One Metric ton is equal to kg A 10000 B 1000 C 100 class 11 physics CBSE

Draw a diagram of nephron and explain its structur class 11 biology CBSE

10 examples of friction in our daily life

Proton was discovered by A Thomson B Rutherford C Chadwick class 11 chemistry CBSE

Bond order ofO2 O2+ O2 and O22 is in order A O2 langle class 11 chemistry CBSE

