abstraction
removal of an atom or a group by a radical
activating group
group on a benzene ring that can make the ring more active than benzene alone
arenium ion
benzene ring that has lost a double bond and formed a carbocation with three equivalent resonance contributors
benzylic carbon
sp3 carbon that is directly attached to a benzene ring
benzyne intermediate
short-lived intermediate of benzene that has a triple bond after the leaving group has left
Birch reduction
reduction of benzene to 1,4-cyclohexadiene using Na, NH3, and methanol
Clemmensen reduction
reaction that removes the oxygen of a carbonyl in an aldehyde or ketone
deactivating group
group on a benzene ring that can make the ring less active than the benzene alone
directing group
substituent on a benzene ring that directs where substitutions will occur
electrophilic aromatic substitution (EAS)
type of reaction involving the formation of a powerful electrophile that will react with benzene to temporarily destroy aromaticity and form a stabilized sigma complex that will then undergo an E1-like elimination to re-form the benzene ring
elimination-addition
reaction that occurs when a leaving group is on a benzene ring and there is not a strong EWG on the ring in the ortho and/or para position
free radical
atom, molecule, or ion with one or more unpaired electrons
Friedel-Crafts acylation
reaction that adds an acyl group to the benzene ring
Friedel-Crafts alkylation
reaction that adds an alkyl group to the benzene ring using an alkyl halide or an alkene
Meisenheimer complex
intermediate that contains both the nucleophile and the leaving group
nitration
addition of a nitro group to the benzene ring
SNAr reaction
nucleophilic substitution reaction of an aromatic group that requires a leaving group (Cl, Br, I, …) and a powerful EWG group (NO2) to be either ortho or para to each other
substituent group
any atom or group that replaces one of the hydrogens found on a benzene ring
sulfonation
addition of a sulfonic acid () functional group to the benzene ring