NEET UG » NEET UG Study Material » Chemistry » All About Electrophile

All About Electrophile

The majority of electrophiles are positively charged, have a partial positive charge on an atom, or have an atom that does not contain an octet of electrons, among other characteristics.

An electrophile is a chemical entity that accepts an electron pair from a nucleophile and uses it to build bonds with it. 

Because they receive electrons, electrophiles are classified as Lewis acids. 

The most typical interactions between electrophiles and nucleophiles are addition and substitution processes, which are both reversible. 

Electrophiles include cations such as H+ and NO+, polarised neutral molecules such as HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as Cl2 and Br2. 

They have a deficiency in electrons and are therefore attracted to electrons.

They can be charged in either a positive or a negative manner.

Electronic attacks on atoms that contain many electrons, such as carbon-carbon double bonds, are common.

It is the density that has an impact on electron transport, which occurs most frequently from a high-density to a low-density location.

The reactions of electrophilic addition and electrophilic replacement should be prioritised over others.

Electrophilic Substitution

Electrophilic substitution is a type of substitution that takes place between two electrophiles.

Typically, but not always, electrophilic substitution reactions are chemical reactions in which an electrophile displaces a functional group in a compound. 

Electrophilic substitution reactions are characteristic of aromatic compounds and are a common method of introducing functional groups into benzene rings. Some aliphatic compounds are also capable of undergoing electrophilic substitution.

Example of an Electrophilic Reagent

1. Addition of halogens

These reactions occur between alkenes and electrophiles, the most prevalent of which are halogens, in halogen addition reactions.

It is a common reaction to use bromine water to titrate against a sample in order to measure the number of double bonds present in the sample.

C2H4+ Br2—> BrCH2CH2Br 

The electrophilic Br-Br molecule joins forces with the electron-dense alkene molecule to form a -complex.

Electrophilic behaviour is exhibited by bromine, whereas electron donor behaviour is exhibited by alkene. 

The formation of the three-membered bromonium ion 2 with two carbon atoms and one bromine atom occurs as a result of the release of Br.

2.Addition of Hydrogen Halides 

Hydrohalogenation is a process in which alkenes are treated with hydrogen halides such as hydrogen chloride (HCl) to produce alkyl halides.

 For example, the interaction of HCl with ethylene results in the formation of chloroethane. 

Comparing the reaction to the halogen addition described above, the reaction involves the formation of a cation intermediate.

The proton (H+) attaches itself to one of the carbon atoms on the alkene to produce cation 1 (protonated carbon) (by acting as an electrophile).

When the chloride ion (Cl) interacts with the cation 1, the formation of the adducts 2 and 3 occurs.

Examples of Electrophiles

The following is a list of electrophiles:

Electrophiles can be divided into several types, which are as follows: C6H5N2+2 is an electrophile with a positive charge. 

Other electrophiles include: H+, SO3H+, NO+, NO2+, X +, R+ and other positively charged electrophiles.

 These are examples of electrophiles

 All Lewis acids : BF3, SO3, FeCl3, AlCl3, BeCl2, SnCl2, SnCl4, and ZnCl2.

Chiral Derivatives

Many electrophiles are optically stable and chiral, which makes them useful in many applications. 

The optical purity of chiral electrophiles is often one of their distinguishing characteristics. 

One example of such a reagent is the fructose-derived organocatalyst utilised in Shi epoxidation. 

The catalyst will epoxidize trans-disubstituted and trisubstituted alkenes with strong enantioselectivity while also epoxidizing a variety of other alkenes. 

Stoichiometric oxone oxidises the Shi catalyst, which is a ketone, until it is converted into the active dioxirane form, which is then used to continue the catalytic cycle.

Species

Chemical species are composed of chemically identical molecular entities that are capable of exploring the same set of molecular energy levels on a separate or predetermined time scale and that may be identified from one another by their chemical identities. 

These energy levels affect how the chemical species will interact with one another and with other chemical species (engaging in chemical bonds, etc.). 

The species can be any of the following: an atom, a molecule, an ion, or a radical. 

Each species has a unique chemical name and chemical formula.

 Additionally, the phrase is used to refer to a collection of chemically similar atomic or molecular structural components that are organised in a solid array.

Supramolecular chemistry is the study of supramolecular structures that interact and associate with one another through intermolecular bonding and debonding actions. 

Chemical species are defined as those supramolecular structures that interact and associate with one another and function to form the basis of this branch of chemistry.

As an illustration:

Chemical species argon has the formula Ar, whereas dioxygen and ozone are different molecular species with the formulas O2 and O3, respectively.

Chloride is an ionic species with the formula Cl,  nitrate is both a molecular and an ionic species with the formula NO3,  and oxygen has the formula O2 and O3. 

Methyl, which has the formula CH3 is both a molecular and a radical species.

DNA is not a distinct species,  rather, it is a general term that refers to a wide range of molecules with varying formulae (each DNA molecule is unique).

Conclusion

Super-electrophiles are cationic electrophilic reagents that exhibit considerably improved reactivities in the presence of superacids, and they are classified as such. 

These compounds were discovered for the first time by George A. Olah. Super-electrophiles are formed via proto-solvation of a cationic electrophile, resulting in the formation of a doubly electron-deficient super-electrophile.

 A mixture of acetic acid and boron trifluoride, when combined with hydrofluoric acid, can extract a hydride ion from isobutane through the production of a superacid from the BF3 and the HF, as discovered by Olah in his research.

 The [CH3CO2H3]2+ dictation is the reactive intermediate that is responsible for the reaction.

faq

Frequently asked questions

Get answers to the most common queries related to the NEET UG Examination Preparation.

What is electrophile and give an example of it.

Ans: An electrophile is an atom or molecule that accepts an electron pair in o...Read full

What are the different varieties of electrophiles?

Ans: Electrophiles can be divided into two categories: (a) Neutral elec...Read full

What is the most powerful nucleophile?

Ans: In acetone and other polar aprotic solvents, the trend in nucleophilicity is the same as the trend in basicity:...Read full

What is the electrophilic substitution reaction and can you provide an example?

Ans: Aromatic substitution reactions that involve electrophilic substitution occur when an atom that is connected to...Read full