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Lewis Acids and Bases

Last Updated : 20 Dec, 2023
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Lewis acids and Lewis bases are main concepts in chemistry, they play a key role in chemical reactions and molecular interactions. These are concepts introduced by Gilbert N. Lewis. These concepts state how the substance interacts and forms new compounds. Lewis acid is a species that accepts electron pairs by creating a bond, whereas Lewis base is a species that donates electron pairs to form bonds with the Lewis acid. This interaction between electron pair donation and acceptance undergoing chemical reactions makes Lewis acids and bases essential tools for molecular behavior and catalysis.

This article explores the differing aspects of these species, specifically, it helps readers to learn about all the significant distinctions between Lewis acids and Lewis bases.

Lewis-Acid-Lewis-Base

What are Lewis Acids?

Lewis acids are typically electron-deficient and possess an empty orbital that can accommodate the incoming electron pair which was developed by Gilbert N. Lewis. Lewis acids influence reaction pathways by stabilizing intermediate states, leading to specific product formation. Based on the tendency to react with specific Lewis bases, Lewis acids are classified into hard and soft.

Lewis Acid Definition

Lewis acids are species that accepts electron pair by creating a bond. Lewis acids are crucial in chemical process like catalysts and in organic reactions.

Examples of Lewis Acids

Examples of Lewis acids are metal cations, such as aluminium and boron ions, molecules like hydrogen ions (H+) and carbocations.

  • Aluminum Chloride (AlCl3)
  • Iron(III) Chloride (FeCl3)
  • Hydrogen Ion (H+)
  • Metal Cations: Fe²⁺, Cu²⁺, and Zn²⁺
  • Carbonyl Compounds: Ketones and Aldehydes
  • Beryllium Dichloride (BeCl2)
  • Boron Compounds: BF3, Boron Trichloride (BCl3), Boron Tribromide (BBr3).
  • Metal Lewis Acids: Platinum and Palladium

What are Lewis Bases?

Lewis bases are typically electron-rich and possess a lone pair of electrons that can be donated to form a covalent bond, which was developed by Gilbert N. Lewis. Lewis bases influence reaction pathways by participating in the formation of intermediate states, which can lead to the production of specific products. Based on their preferences for interacting with particular types of electron-deficient species, Lewis bases can be categorized as hard or soft.

Lewis Base Definition

Lewis bases are species that donate an electron pair to lewis acid, this results in the formation of covalent bond between lewis acid and lewis base.

Examples of Lewis Bases

Examples of Lewis bases are ammonia, water, hydroxide ion, alkoxides, amines, phosphines, cyanide ion, halide ions, cyclic ethers, and carbonyl compounds.

  • Ammonia (NH3)
  • Water (H2O)
  • Hydroxide Ion (OH)
  • Amines: Methylamine (CH3NH2) and Ethylamine (C2H5NH2).
  • Phosphine (PH3)
  • Cyanide Ion (CN)
  • Alkoxides: sodium ethoxide (NaOCH2CH3)
  • Thiocyanate Ion (SCN)
  • Dienes: 1,3-butadiene
  • Oxygen-Containing Organic Compounds: Ethers, Alcohols, and Esters
  • Phenoxide Ion (C6H5O)

Lewis Acid – Base Reaction

Lewis Acid (A) + Lewis Base (B) → Lewis Acid-Base Complex (A:B)

In the above reaction, Lewis acid (A) accepts a pair of electrons from the Lewis base (B), then formation of a Lewis acid-base complex (A:B). This complex can be stable or undergo further reactions depending on the reactants and conditions.

Lewis Acid and Lewis Base in Coordination Chemistry

There are various examples of lewis acids and base in coordination chemistry, let’s consider some of these examples in the following reactions:

BF₃ + NH₃ → BF₃:NH₃

In the above reaction boron trifluoride (BF₃) is the Lewis acid because it accepts a pair of electrons from ammonia (NH₃), which acts as the Lewis base. The resulting complex, BF₃:NH₃, is a stable Lewis acid-base complex.

AlCl₃ + CHCl₃ → AlCl₃:CHCl₃

In the above reaction aluminum chloride (AlCl₃) acts as the Lewis acid it accepts a pair of electrons from chloroform (CHCl₃), which acts as the Lewis base. Then formation of the Lewis acid-base complex AlCl₃:CHCl₃.

Cu²⁺ + H₂O → Cu(H₂O)₆²⁺

In the above reaction the copper(II) ion (Cu²⁺) acts as the Lewis acid, and water (H₂O) acts as the Lewis base. Cu²⁺ accepts a pair of electrons from water molecules then forming a complex known as hexaaquacopper(II) ion, [Cu(H₂O)₆]²⁺.

Lewis Acid vs Lewis Base

Difference between Lewis Acid and Base is listed in the following table:

Aspect

Lewis Acids

Lewis Bases

Definition

Accepts a pair of electrons

Donates a pair of electrons

Electron Pair Presence

Electron-deficient species.

Electron-rich species.

Examples

Metal cations (e.g., Al³⁺, Fe²⁺), BF₃, H⁺.

Lone pair-containing molecules (e.g., NH₃, OH⁻).

Charge

Often positively charged or neutral.

Often negatively charged or neutral.

Reaction Participation

Acts as a reactant in acid-base reactions.

Acts as a reactant in acid-base reactions.

Proton Transfer

Often involves proton (H⁺) transfer.

Often involves lone pair transfer.

Lewis Acid Characteristic

characterized by an electron-deficient center.

characterized by a lone pair of electrons.

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FAQs on Lewis Acid and Base

1. Define Lewis Acid.

A Lewis acid is a chemical species or molecule that can accept a pair of electrons to form a coordinate covalent bond, acting as an electron-pair acceptor in chemical reactions.

2. Define Lewis Bases.

Lewis bases are chemical species that can donate a pair of electrons to form a coordinate covalent bond with a Lewis acid, thus acting as electron-pair donors in chemical reactions.

3. What are Key Difference between Lewis Acid and Lewis Base?

The key difference between Lewis acids and Lewis bases are:

Lewis Acid:

  • Accepts electrons (electron-pair acceptor).
  • Often electron-deficient.
  • Forms coordinate bonds with Lewis bases.
  • Examples include BF3 and AlCl3.

Lewis Base:

  • Donates electrons (electron-pair donor).
  • Often electron-rich with lone pairs.
  • Forms coordinate bonds with Lewis acids.
  • Examples include NH3 and H2O.

4. What are Some Examples of Lewis Acid?

Examples of Lewis acids include boron trifluoride (BF3), aluminum chloride (AlCl3), and hydrogen ions (H+), as they can accept lone pairs of electrons from Lewis bases to form coordinate bonds.

5. What are Some Examples of Lewis Base?

Examples of Lewis bases include ammonia (NH3), water (H2O), hydroxide ion (OH), and any molecule or ion with a lone pair of electrons that can donate them to form coordinate bonds.

6. Why Cations Are Lewis Acids?

Cations can act as Lewis acids because they are electron-deficient and can accept a lone pair of electrons from a Lewis base, facilitating the formation of a coordinate bond.

7. Is BF₃ a Lewis Acid?

Yes, BF₃ (boron trifluoride) is a Lewis acid. It readily accepts a lone pair of electrons from a Lewis base, forming a coordinate bond.

8. How to Identify Lewis Acids and Bases?

Lewis acids are electron-pair acceptors, while Lewis bases are electron-pair donors. Identify them by looking for species that can either accept or donate lone pairs of electrons in chemical reactions.

9. Why AlCl₃ Is a Lewis Acid?

Aluminum chloride (AlCl3) is a Lewis acid because it can accept a lone pair of electrons from a Lewis base, forming a coordinate bond by sharing the electrons.

10. Why Is Ammonia a Lewis Base?

Ammonia (NH3) is a Lewis base because it can donate a lone pair of electrons to form a coordinate bond with a Lewis acid, such as a proton (H+).



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