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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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20.2 : Espectroscopía de Resonancia Paramagnética Electrónica (EPR): Radicales Orgánicos

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20.4 : Formación de radicales: homólisis

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20.5 : Formación Radical: Abstracción

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20.6 : Formación de radicales: Adición

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20.7 : Formación de Radicales: Eliminación

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20.8 : Reactividad radical: Visión general

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20.9 : Reactividad radical: efectos estéricos

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20.10 : Reactividad de radicales: efectos de concentración

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20.11 : Reactividad de radicales: radicales electrofílicos

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20.12 : Reactividad de radicales: radicales nucleofílicos

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20.13 : Reactividad de radicales: intramolecular vs intermolecular

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