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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

Aus Kapitel 20:

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20.3 : Bildung von Radikalen: Überblick

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20.1 : Radikale: Elektronenstruktur und geometrie

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20.2 : Paramagnetische Elektronenresonanz (EPR) Spektroskopie: Organische Radikale

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20.4 : Bildung von Radikalen: Homolyse

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20.5 : Bildung von Radikalen: Abstraktion

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20.6 : Bildung von Radikalen: Addition

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20.7 : Bildung von Radikalen: Eliminierung

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20.8 : Radikal-Reaktivität: Überblick

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20.9 : Radikal-Reaktivität: Sterische Effekte

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20.10 : Radikal-Reaktivität: Konzentrationseffekte

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20.11 : Radikal-Reaktivität: Elektrophile Radikale

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20.12 : Radikal-Reaktivität: Nukleophile Radikale

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20.13 : Radikal-Reaktivität: Intramolekular vs Intermolekular

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20.14 : Radikalische Autoxidation

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20.15 : Radikalische Oxidation von Allyl und Benzylalkoholen

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