Module 4 - [ch12,13] (alkanes alkenes) Flashcards
alkanes alkenes
what are alkanes
crude oil
among the most stable organic compounds
unreactive
used as fuels
saturated hydrocarbons
what does the bonding look like in alkanes
saturated hydrocarbons
only single covalent bonds
each carbon makes 4 bonds
what is the shape of alkanes
each carbon atom is surrounded by 4 bonded pairs
tetrahedral
109.5
What is meant by the term fractional distillation? [1]
separation by (differences in) boiling point
why does boiling point of alkanes increase with chain length
as chain length increases, molecules have larger surface area
more surface contact possible between molecules
london forces between molecules are greater so more energy is required to overcome these forces
what is the effect of branching on boiling point of alkanes
branched isomers have lower boiling points
what are the reasons for the lack of reactivity of alkanes
C - C C - H
sigma bonds are strong
C - C are non-polar
barely any difference in electronegativity of C and H so can also be described as non-polar
combustion of alkanes
alkane + oxygen -> carbon dioxide + water
gives out heat
incomplete combustion of alkanes
limited supply of oxygen
toxic gases such a carbon monoxide (CO)
soot
when do alkanes react with halogens
in the presence of sunlight
UV radiation provides initial energy for reaction to take place
substitution reaction
methane + bromine -> bromomethane
mechanism from bromination of alkanes
initiation
Br - Br -> Br. + Br.
homolytic fission
propagation
CH4 + Br. -> CH3. + HBr
CH3. + Br2 -> CH3Br + Br.
termination
Br. + Br. -> Br2
CH3 + CH3 -> C2H6
CH3. + Br. -> CH3Br
what are the limitations to radical substitution
further substitution
substitution at different positions on the carbon chain
what are alkenes
unsaturated hydrocarbons
contain a C=C double bond
how is a pi bond formed
overlap of adjacent p-orbitals below and above the Carbon atoms
can only be made after a sigma bond is formed
describe the shape around a double bond
three regions of electron density around each carbon atom
trigonal planar
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what are stereoisomers
what are the two types
they have the same structural formula but different arrangement of the atoms in space
EZ isomerism (only in compounds with C=C)
optical isomerism
what are the conditions for EZ isomerism
. C=C double bond
. different groups attached to each carbon atom of the double bond
what is cis-trans isomerism
a special case of EZ isomerism
where one of the attached groups on each carbon atom of the double bond must be the same
how do you assign priority
examine the atom directly attached to the carbon atoms of the double atom
greater atomic number = higher priority
if there is no difference, continue down chains till point of difference and compare those atoms
cahn-ingold
if highest priority groups are on the same side
(Z)
on opposite sides
(E)
why are alkenes more reactive than alkanes
the pi-bond
it is outside of the double bond, therefore more exposed
a pi bond readily breaks and alkenes undergo addition reactions easily
hydrogenation of alkenes
alkene + H2 -> alkane
halogenation of alkenes
alkene + halogen -> something