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Module 4
Topic… : Organic Chem
Alkenes
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Cards (76)
What is the general formula for alkenes?
CnH2n
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What type of bond must alkenes contain?
At least one
double carbon bond
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Are alkenes saturated or unsaturated molecules?
Unsaturated
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What two types of bonds form a carbon double bond?
One
sigma bond
and one
pi bond
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How are sigma bonds formed?
From the head-on overlap of
s orbitals
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How are pi bonds formed?
From the sideways overlap of
p orbitals
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What does p-orbital overlap result in?
Two regions of
electron density
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What type of rotation do pi bonds have?
Restricted rotation
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What geometry do carbons in a C=C bond have?
Trigonal planar
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What are the bond angles of a trigonal planar geometry?
120o
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Why do bonding pairs arrange themselves a maximum distance apart?
To minimise
repulsion
between them
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What is the definition of stereoisomers?
Same
structural
formula, different
arrangements
in space
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What type of isomers can alkenes form?
Cis/trans
or
E/Z
isomers
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What causes cis/trans and E/Z isomers?
Restricted rotation around the
double carbon bond
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When can alkenes be labelled as cis/trans?
If both
carbons
have at least one group in
common
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Where are the groups located in cis isomers?
On the same side of the
double bond
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Where are the matching groups located in trans isomers?
On different sides of the
double bond
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When can alkenes be labelled as E/Z isomers?
When they don’t have two groups in
common
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How are priority values assigned to groups in E/Z isomers?
By adding up the
molecular masses
(
Mr
)
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How does molecular mass relate to priority?
The larger the
Mr
, the higher the priority
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Where are the two highest priority groups located in Z isomers?
On the
same side
of the
double carbon bond
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Where are the two highest priority groups located in E isomers?
On opposite sides of the
double carbon bond
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What is the first criteria for molecules to display E/Z isomerism?
Contain a
double carbon bond
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Why does a double carbon bond mean a molecule can display E/Z isomerism?
Restricted rotation
about the
C=C bond
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What is the second criteria for molecules to display E/Z isomerism?
Each
carbon
needs to be attached to two different
groups
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Why are alkenes more reactive than alkanes?
The
pi bond
is a region of high
electron density
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What type of molecules can the region of concentrated negative charge attract?
Polar molecules
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Why is the double carbon bond easier to break?
It has a lower bond
enthalpy
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What type of reactions can alkenes take part in?
Addition reactions
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What happens in addition reactions?
The double carbon bond breaks and other atoms attach
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What is the atom economy of addition reactions?
100%
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What do hydrogen and alkenes react to form?
Alkanes
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What conditions are required for hydrogenation reactions?
Nickel
catalyst and temperatures of 150
degrees
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What do halogens and alkenes react to form?
Halogenoalkanes
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What is the reaction of halogens with alkenes called?
Halogenation
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What conditions are required for halogenation?
Room
temperature
and
pressure
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What mechanism is involved in halogenation?
Electrophilic
addition
mechanism
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Why is the C=C bond particularly negative?
The extra
pi electrons
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What happens when a halogen molecule approaches the C=C bond?
The
bonding
electrons in the halogen-halogen bond are
repelled
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What does the repulsion of bonding electrons in the halogen molecule create?
An
induced dipole
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