topic ten Flashcards
what is catenation
the ability to form covalent bonds with itself, producing long chains and rings
homologous group
same general formula and functional group
In summary, a homologous series is a group of organic compounds that:
contain the same functional group,
have the same general formula,
differ by a CH2 group,
have similar chemical properties,
show a gradation in physical properties such as boiling point.
In full structural formulae, which bonds are shown
all
condensed structural forumlea
in which the bonds between atoms are omitted
skeletal formula
all atoms are omitted leaving only the backbone of the molecule.
sterochemical ormula
wedges and broken lines
isomers
same molecular formula but different arrangements of atoms
structural isomers
compounds with the same molecular formula but different arranagements of atoms
what categories can structural isomers be divided into
chain isomerism, position isomerism and functional group isomerism
functional groups
single atoms or groups of atoms that give organic compounds their characteristic properties
what is the bronsted lowry thing
donating or accepting a proton
waht is the lewis thing
donating or accepting an electron pair
what does iupac do
an international organisation that aims to establish a consistent system of nomenclature (naming) for organic compounds.
Alcohols that contain two hydroxyl functional groups are called
diols
ethers are made up of
two alkyl groups bodned by an oxygen atom
volatility of ethers
voltatile solvents beacaues theyre unable to form hydrogen bonds between molecules because they lack an oxygen atom directly bonded to a hydrogen atom
amines can be primary, secondary, teritary depening on
how many alkyl groups are bonded to the nitrogen atom of the amine group. Primary amines have one alkyl group, secondary amines have two and tertiary three.
The measure of how easily a substance evaporates is referred to as
its volatility
A highly volatile substance has a
low boiling point and evaporates easily
what are the three factors that determine voltaility
boiling point (increases with increasing molar mass as more intermolecular forces)
branched or not, branched chain isomers usually have lower boiling points than the corresponding straight chain isomers as branching produces a more spherical shape which results in less surface contact. Therefore, branched-chain isomers have weaker intermolecular forces and, consequently, lower boiling points
polar functional groups result in stronger dipole dipole interactions and therefore higher boiling points
how are dimers formed
through hydrogen bonds formed between two carboxyl groups on different molecules
compounds that are able to form hydrogen bonds with water molecules will be soluble in
water
as the length of the hydrogcarbon chain icnreases,
solubility decreases
hydrophobic character increases alongside
size of hydrocarbon chain
what is a phenyl functional group
benzene ring (aromatic compounds contain a benzene ring)
evidence for benzene
all carbon to carbon bond lengths are identical
only one isomer exists and there should be more if benzene consisted of alternating single and double bonds
enthalpy change for hydrogenation of benzene is less exothermic than expected
benzene takes part in substitution reactions rather than
addition
The enthalpy change for the hydrogenation of benzene is less than three times the value for the
hydrogenation of cyclohexene.
why are alkenes relatively unreactive
The carbon–hydrogen bonds are considered to be non-polar (or weakly polar) bonds, because of the small difference in electronegativity of 0.4 units.
The carbon–carbon and carbon–hydrogen bonds are relatively strong covalent bonds. This means that the alkanes are kinetically stable unless supplied with enough energy to overcome the energy barrier (the activation energy) for the reaction.
what is a saturated compound
one that has only carbon carbon single bonds
what is an unsatured compound
one that has double or triple bonds
alkanes are used as fuels because
they release large amounts of heat and are used extensively as fuels
If the oxygen supply is limited, however, the products are either
carbon monoxide (CO) and water, or solid carbon (also known as soot) and water.
what undergoes free radical substitution
alkanes with halogens
requirements for free radical sub
uv radiation
what is a substition reaction
involves the replacement of an atom or group of atoms with another atom or group. In the reaction between an alkane and a halogen, a hydrogen atom is replaced by a halogen atom such as chlorine.
why is free radical known as photochemical reactions
because they only take place in the presence of uv radiation
three steps of free radical sub
initation
propagation
termination
The initiation, propagation and termination steps for the reaction of methane and chlorine
when does homolytic bond fission occur
occurs when a bond breaks evenly, with each atom taking one electron from the bond. This results in the formation of radicals, or free-radicals, highly reactive species with unpaired electrons.
why are alkenes more reactive than alkanes
because of the double bond
what is hydrogenation `
In a hydrogenation reaction, gaseous hydrogen (H2) is added across the carbon-carbon double bond. The product of the reaction is an alkane, a saturated hydrocarbon
conditions for hydrogenation
high pressure and a nickel catalyst
how is hydrogenation used by the margarine industry
to convert veg oil containing unsat hydrocarbon chains to more saturated compounds with higher melting points
hydration of an alkene involves
the reaction of an alkene with steam in the presence of a sulfuric acid (H2SO4) or phosphoric acid (H3PO4) catalyst to produce an alcohol
how is hydration used
This reaction is used in industry to produce alcohols such as ethanol and butan-2-ol from alkenes.
what is halogenation
Alkenes react with halogens to produce dihalogenoalkanes. Such reactions take place readily at room temperature and are indicated by the decolourisation of the reacting halogen. The halogen atoms bond across the carbon-carbon double bond
how to test for alkenes
Bromine, Br2 (l), is added to both samples, which are then shaken. At room temperature, the brown colour of the bromine is immediately DECOLOURISED by the alkene. The mixture of bromine and the alkane shows no colour change. Note that the test for unsaturation can also be carried out with bromine water, Br2(aq), in which case a different product is formed.
BROWN TO COLOURLESS
what is addition polymerisation
Individual alkene molecules (monomers) can bond together to form long chains which are known as polymers.
summarisation of a polymerisation reaction
what is a repeating unit
A repeating unit is the part of a polymer chain whose repetition would produce the complete polymer chain, except for the end-groups.
PVC uses
one of the world’s most important plastics, with a wide range of uses including construction materials, packaging and covers for electrical cables. However, its widespread use is somewhat controversial because its synthesis is associated with toxic by-products called dioxins.
formation of the polymer PVC
formation of PTFE
PTFE uses
This polymer is used extensively for its non-adhesive surface properties. It is widely used in non-stick cooking pans, and is also part of waterproof and breathable fabrics such as Gore-tex®.
uses of PS
insulation, packaging
use of PP
crates and boxes, plastic rope
how is ethanol made from alcohol
bioethanol made by the combustion of alcohol
alcohol is oxidised to produce
ethanoic acid, main component of vinegar
The presence of the hydroxyl functional group makes alcohols susceptible to oxidation in the presence of a suitable oxidising agent. Suitable oxidising agents include
potassium manganate(VII) and acidified potassium dichromate(VI) (Cr2O72−/H+)
the dichromate ion forms an orange solution which changes to a ?? colour when it is reduced ot the Cr3+ ion
green
An alternative oxidising agent is acidified potassium manganate(VII) solution which changes colour from purple to ??? as the manganate(VII) ion, MnO4-, is reduced to the manganese(II) ion, Mn2+.
colourless
The partial oxidation of a primary alcohol produces an
aldehyde
If the aldehyde is the desired product, it can be removed as it forms by
distillation
This is possible because the boiling point of the aldehyde is lower than that of both the alcohol and the carboxylic acid. As the aldehyde evaporates and rises up the distillation column, it passes through the condenser where it condenses back to a liquid and runs down into the flask.
the complete oxidation of a primary alochol produces…
a carboxylic acid
heat under reflux with an excess of the oxidising agent
oxidation of secondary alcohol
ketone wtih acidified potassium dichromate