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A bond can be broken either by heterolytic bond cleavage to formions or homolytic bond cleavage to yieldradicals. A fishhook arrow is used to represent the motion of a single electron in homolytic bond cleavage. There are two main sources from which radicals can be formed:

Radicals from spin-paired molecules:

Radicals can be obtained from spin-paired molecules either by homolysis orelectron transfer. While two radicals are formed in the former, an electron is added in the latter,also known as reduction.

Radicals from other radicals:

There are three ways of radical formation from other radicals: substitution or abstraction, addition, and elimination. During substitution, a radical interacts with a compound or spin-paired molecule. It abstractsmostly a hydrogen or halogen atom to form another spin-paired molecule and a radical. In case of addition, a radical is added to a pi bond of an unsaturated compound to produce a carbon-centered radical. Elimination is the reversal of the addition process, where a new radical and an unsaturated compound areformed from a starting radical compound.

Tags
Radical FormationBond CleavageHeterolytic CleavageHomolytic CleavageSpin paired MoleculesElectron TransferReductionSubstitutionAbstractionAdditionEliminationCarbon centered Radical

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20.3 : Radical Formation: Overview

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20.1 : Radicali: struttura elettronica e geometria

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20.2 : Spettroscopia di Risonanza Paramagnetica Elettronica (EPR): Radicali Organici

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20.4 : Formazione radicalica: Omolisi

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20.5 : Formazione radicale: astrazione

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20.6 : Formazione radicale: addizione

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20.7 : Formazione radicale: Eliminazione

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20.8 : Reattività radicale: panoramica

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20.9 : Reattività radicale: effetti sterici

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20.10 : Reattività radicale: effetti della concentrazione

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20.11 : Reattività radicale: radicali elettrofili

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20.12 : Reattività radicale: radicali nucleofili

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20.13 : Reattività radicalica: intramolecolare vs intermolecolare

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20.14 : Autossidazione radicale

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20.15 : Ossidazione radicalica di alcoli allilici e benzilici

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