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Chapter 3
Reactions of Alkanes
22
Organic Chemistry
Undergraduate 2
09/11/2014

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Term
bond-dissociation energy
Definition
the amount of heat required to break a bond
Term
homolytic cleavage/bond homolysis
Definition
when a bond breaks in such a way that the two bonding electrons divide equally between the two participating atoms or fragments
Term
radicals
Definition
fragments that form from bond breaking that have an unpaired election & are composed of more than one atom
Term
heterolytic cleavage
Definition
when a bond breaks & the entire bonding electron pair is donated to one of the atoms
Term
dissociation energies refer only to _____ cleavages
Definition
homolytic
Term
radicals are _____ by hyperconjugation
Definition
stabilized
Term
pyrolysis
Definition
C-H and C-C bonds rupturing when alkanes are heated to a high temperature
Term
cracking
Definition
breaking an alkane down into smaller fragments
Term
exothermic
Definition
heat releasing
Term
mechanism
Definition
a detailed, step-by-step description of all the changes in bonding that occur in a reaction
Term
initiation
Definition
the step in a mechanism that generates reactive species that permit the subsequent steps in the overall reaction to take place
Term
endothermic
Definition
heat absorbing
Term
termination
Definition
when radicals & free atoms undergo direct covalent bonding with one another in a mechanism; ends the propagation of the chains giving rise to the radicals or atoms
Term
_____ transition states are frequently characteristic of fast, exothermic processes
Definition
early
Term
_____ transition states are frequently typical of relatively slow, endothermic reactions
Definition
late
Term
Hammond postulate
Definition
early transition states = fast, exothermic process; late transition states = slow, endothermic reaction
Term
fluorine displays very little _____
Definition
selectivity
Term
bromination of a compound is highly _____
Definition
selective
Term
combustion
Definition
complete oxidation; literally "burning"; a process in which all carbon atoms are converted into CO2 (gas) & all hydrogens into H2O (liquid)
Term
heat of combustion
Definition
the heat released in the burning of a molecule
Term
are the heats of combustions of isomeric alkanes the same or different?
Definition
different
Term
is an isomer that has a higher heat of combustion considered more or less thermodynamically stable than its isomer?
Definition
higher heat of combustion = less thermodynamically stable isomer
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