Topic a3 - Radicals

also need to revise the mechanisms of formation of AIBN and the radical mechanism

Radical Stabilised by an EWG makes the radical electrophilic/nucleophilic and why?

Electrophilic as no electrons in bonding orbital so SOMO decreases in energy and stabilises the radical

Radical Stabilised by an EDG makes the radical electrophilic/nucleophilic and why?

Nucleophilic as bonding orbital filled with electrons from EDG so SOMO increases in energy making it readily available for nucleophilic attack

Radical Stabilised by an EWG makes the radical electrophilic/nucleophilic and why?

Electrophilic as no electrons in bonding orbital so SOMO decreases in energy and stabilises the radical

Radical Stabilised by an EDG makes the radical electrophilic/nucleophilic and why?

Nucleophilic as bonding orbital filled with electrons from EDG so SOMO increases in energy making it readily available for nucleophilic attack

Formation of radicals is by what method?

Homolytic fission

Two common reagents for radical formation

AIBN and Ph(CO2)2

what inductive effect stabilises radicals

+I

the opposite of the vinyl cation the vinyl radical is _____ as the SOMO is perpendicular to the pi bonds

Stable