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PCHEM 2 EE
Pchem2M
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Cards (28)
Addition
reactions
Occur when two reactants combine to create a single new product without any leftover atoms
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Elimination
reactions
Happen when a single organic reactant divides into two products, frequently resulting in the creation of a small molecule like H2O or HCl
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Substitution
reactions
Occur when two reactants
exchange
parts to give two new products
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Rearrangement
reactions
Occur when a single organic reactant undergoes a reorganization of bonds and atoms to yield a
single
isomeric product
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Reaction mechanism
Overall description of how a reaction occurs.
Describes what takes place at each stage of a chemical transformation.
explains the order of bond-making and bond-breaking
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REACTION MECHANISM -
Bond
breaking
Symmetrical cleavage is said to be homolytic, and the unsymmetrical cleavage is said to be heterolytic
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Radical reactions
Involve symmetrical bond-breaking and bond-making
Involves a neutral chemical species that contains an odd number of electrons and thus has a single, unpaired electron in one of its orbitals
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Polar reactions
Processes that involve unsymmetrical bond breaking and making
involve species that have an even number of electrons and thus have only electron pairs in their orbitals
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Nucleophile
Nucleus-loving, (-) polarized, electron-rich, donates electrons
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Electrophile
Electron-loving, (+) polarized, electron-poor, accepts electrons
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Ampiphile
May act as either nucleophile or electrophile depending on the corresponding compound it is made to react
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Neutral
nucleophiles
Ammonia, water, amines, carboxylic acid, thiols, alcohol
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Charged
nucleophiles
Hydroxide ion, chloride, fluoride, iodide, bromide ions, CN-
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Electrophiles
Carbonyl compounds, halides, hydrocarbons, carbocation
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Nucleophilic substitution reaction
Electrophiles
leave
the molecule and are
replaced
by nucleophiles
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SN2
(Substitution nucleophilic bimolecular)
2 compounds reacting with resulting to 2 products
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SN1
(Substitution nucleophilic unimolecular)
1 compound reacting to reagent producing 1 product
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SN1 mechanism
Slow ionization
of the substrate as the rate-determining step.
rapid reaction between the intermediate carbocation and the nucleophile
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Addition reaction
Most common organic reaction of unsaturated hydrocarbons and carbonyl groups.
pi bonds are broken to form new sigma bonds.
reactants have double/ triple bonds.
products are all in single bonds
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Addition
reactions
Addition of hydrogen to form alkanes, addition of halides to form alkyl halides
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Elimination
reaction
The reactants consist of single bondsand the resulting product will include a double bond.
Byproducts like salt and water may or may not be explicitly stated in the reaction.
This process is the reverse of an addition reaction.
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Rearrangement
reactions
Rearrangement of functional groups or hydrogen atoms.
sometimes involved in other types of reactions
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Acid-base
reactions
Another classification of organic reactions
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KINDS OF ORGANIC REACTIONS
ADDITION
REACTIONS
ELIMINATION
REACTIONS
SUBSTITUTION
REACTIONS
REARRANGEMENT
REACTIONS
NUCLEOPHILE
Neutral
Nu
Charged
Nu
SUBSTITUTION REACTION
Most typical:
nucleophilic substitution
Terms:
nucleophile
: electron- rich substance; donates electron; acts as Lewis base
electrophile
: electron-poor substance; accepts electron; acts as Lewis acid
ORGANIC REACTIONS
another classification of reactions are the
acid
/
base
reactions
2 MAIN THEORIES
Lewis
theory
(L- electron)
BROnsted-
Lowry (BRO -proton)
SN2 MECHANISM
one-
step process with no intermediate
bond-breaking
is simultaneous with the bond formation