Lewis Acid & Base Reactions (HL) (DP IB Chemistry): Revision Note

Philippa Platt

Written by: Philippa Platt

Reviewed by: Richard Boole

Updated on

Lewis acid & base reactions

Formation of coordinate bonds

  • A coordinate bond forms when a Lewis base donates a lone pair of electrons to a Lewis acid.

  • In the reaction between ammonia (NH3) and boron trifluoride (BF3):

    • BF3 acts as the Lewis acid

    • NH3 acts as the Lewis base

    • NH3 donates a lone pair from nitrogen to BF3

    • This forms a coordinate bond

Diagram showing boron trifluoride acting as a Lewis acid and ammonia acting as a Lewis base
Ammonia donates a lone pair of electrons to form a coordinate bond 
  • Only electron pairs are transferred

    • No protons are involved

  • This means neither species acts as a Brønsted–Lowry acid or base in this reaction

  • In this reaction, boron forms three sp2 hybridised orbitals

    • This leaves a vacant 2pz orbital

    • This vacant orbital can accept a lone pair of electrons from the nitrogen atom to form a coordinate bond

Boron forms three sp2 hybridised orbitals

Diagram to show the hybridisation of the boron atom
Hybridisation of the boron atom 

Electrophiles and nucleophiles

  • An electrophile is an electron-deficient species that accepts a lone pair from another reactant to form a new covalent bond

    • Therefore, an electrophile is a Lewis acid

  • A nucleophile is an electron-rich species that donates a lone pair to another reactant to form a new covalent bond

    • Therefore, a nucleophile is a Lewis base

Diagram showing a nucleophilic attack by bromide ion on a carbocation, illustrating Lewis acid-base reaction. Labels indicate roles of each species.
The carbocation, C+(CH3)3 is accepting a pair of electrons from the bromide ion, Br–

Worked Example

Identify the Lewis acid and Lewis base in the following reaction

Methanoate ion reacting with water

Answer

  • The Lewis acid is water, H2O

    • The hydrogen atom accepts a lone pair of electrons

  • The Lewis base is the methanoate ion, HCOO

    • The methanoate ion donates a lone pair of electrons to form a coordinate bond

Examiner Tips and Tricks

  • Water is amphoteric

    • This means that it can act as both a Lewis acid and base depending on the situation

Formation of complex ions

  • Lewis acid–base behaviour is also seen in the formation of complex ions

  • In a complex ion such as hexaaquacopper(II):

    • The metal ion, Cu2+, is the Lewis acid

    • The water molecules are Lewis bases

  • Copper(II), like other transition metals, can form a complex due to a partially occupied d subshell

Cu2+ (aq) + 6H2O (l) → [Cu(H2O)6]2+ (aq)

Chemical diagram of Cu²⁺ reacting with six H₂O ligands to form [Cu(H₂O)₆]²⁺ complex, showing structure and labels for Lewis acid and base.
Hexaaquacopper(II) complex 
  • The Cu2+ ion is a Lewis acid and electrophile because it accepts a lone pair of electrons from water

  • The water molecules are Lewis bases and nucleophiles because they donate a lone pair of electrons to the Cu2+ ion

    • Other ligands such as the cyanide ion, CN,  and ammonia , NH3 , are examples of Lewis bases and can act as nucleophiles 

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Philippa Platt

Author: Philippa Platt

Expertise: Chemistry Content Creator

Philippa has worked as a GCSE and A level chemistry teacher and tutor for over thirteen years. She studied chemistry and sport science at Loughborough University graduating in 2007 having also completed her PGCE in science. Throughout her time as a teacher she was incharge of a boarding house for five years and coached many teams in a variety of sports. When not producing resources with the chemistry team, Philippa enjoys being active outside with her young family and is a very keen gardener

Richard Boole

Reviewer: Richard Boole

Expertise: Chemistry Content Creator

Richard has taught Chemistry for over 15 years as well as working as a science tutor, examiner, content creator and author. He wasn’t the greatest at exams and only discovered how to revise in his final year at university. That knowledge made him want to help students learn how to revise, challenge them to think about what they actually know and hopefully succeed; so here he is, happily, at SME.