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Copyright © 2017 Pearson Education, Inc.

CHAPTER 12

Radicals

Important Terms

alkane

a hydrocarbon that contains only single bonds.

alkoxy radical

an alkoxy group with an unpaired electron on oxygen (RO·).

allylic radical

a species with an unpaired electron on an allylic carbon.

benzylic radical

a species with an unpaired electron on a benzylic carbon.

combustion

a reaction with oxygen that takes place at high temperatures and converts alkanes

(or other organic compounds) to carbon dioxide and water.

free radical

(radical)

an atom or a molecule with an unpaired electron.

heterolytic bond cleavage

(heterolysis)

breaking a bond with the result that both bonding electrons stay with one of the

previously bonded atoms.

halogenation reaction

the reaction of an alkane (or other organic compounds) with a halogen.

homolytic bond cleavage

(homolysis)

breaking a bond with the result that each of the atoms that formed the bond

gets one of the bonding electrons.

initiation step

the step in which radicals are created and/or the step in which the radical needed

for the first propagating step is created.

peroxide

a compound with an O

¬

O bond.

peroxide effect

peroxide causes the initial step in the addition of HBr to an alkene to be addition

of a bromine radical instead of a proton.

primary alkyl radical

an alkyl radical with the unpaired electron on a primary carbon.

propagation step

in the first of a pair of propagation steps, a radical reacts to produce another

radical that reacts in the second propagation step to produce the radical that was

the reactant in the first propagation step.

radical (often called a

free radical)

an atom or a molecule with an unpaired electron.

radical addition reaction

an addition reaction in which the first species that adds is a radical.

radical chain reaction

a reaction in which radicals are formed and react in repeating propagating steps.

radical inhibitor

a compound that traps radicals.