Module 4 flashcards

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  • Created by: izzking
  • Created on: 28-05-24 16:22
what is general formula?
the simplest algebraic formula of a member of a homologous series
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what is structural formula?
the simplest way to show the arrangement of atoms in a molecule
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what is displayed formula?
the relative positioning of atoms and the bonds between them
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what is skeletal formula?
simplified organic formula only showing carbon skeleton and associated functional groups (hydrogen atoms removed from alkyl chain)
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what is a homologous series?
a series of organic compounds with the same functional group whereby each successive member differs by CH2
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what is a functional group?
a group of atoms responsible for the characteristic reactions of a compound
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what is an aliphatic compound?
compound containing carbon and hydrogen bonded in straight chains, branched chains or non-aromatic rings
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what is an alicyclic compound?
compound containing carbon and hydrogen bonded in non-aromatic rings with or without side-chains
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what is an aromatic compound?
compound containing a benzene ring
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what is a saturated compound?
single C-C bonds only
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what is an unsaturated compound?
presence of multiple C-C bond (double, triple)
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what is a structural isomer?
compounds with the same molecular formula but different structural formula
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what is homolytic fission?
the breaking of a covalent bond whereby each bonding atom receives one electron from the bonded pair, forming two radicals
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what is heterolytic fission?
the breaking of a covalent whereby one bonding atoms receives both electrons from the bonding pair, forming a cation and anion
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what is a radical?
a species with an unpaired electron
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what is a curly arrow?
displays the movement of a pair of electrons in a reaction mechanism, either heterolytic fission or the formation of a covalent bond
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what is a dipole?
a partial charge shown by delta +/-
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what is an alkane?
a saturated hydrocarbon
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what is the shape and bond angle around a central C atom in an alkane?
tetrahedral
109.5
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what covalent bond is present in C-C bonds?
a sigma bond
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how is a sigma bond formed?
direct overlap of orbitals containing one electron between the bonding atoms
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why do longer chain alkanes have higher boiling points?
longer carbon chain means more surface area contact between molecules so greater induced dipole-dipole forces so more energy required to break London forces
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why do less branched alkanes have higher boiling points?
less branching means more surface area points of contact so greater Induced dipole-dipole forces that require more energy to be broken. straight chain molecules can be closer together, increasing contact and London forces
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why do alkanes have a low reactivity?
C-C and C-H bonds have a high enthalpy
C-C bonds are non-polar
C-H bonds are considered non-polar (similar electronegativity)
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why are alkanes used as fuels
combust completely in a plentiful supply of oxygen to produce CO2 + H2O
readily available, cheap to transport
no toxic products
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complete combustion
alkane + O2 -> CO2 +H20
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incomplete combustion
limited supply of oxygen
alkane + O2 -> CO + H2O
alkane + O2 -> C + H2O
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what are the dangers of CO?
toxic gas
odourless
binds to haemoglobin
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what is the mechanism for the halogenation of alkanes?
free radical substitution
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what are the 3 stages of free radical substitution?
initiation, propagation, termination
0->2, 1->1, 2->0 (no of radicals)
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what is needed for the initiation step?
UV light to break the covalent bond in Cl2 or Br2 by homolytic fission
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what are the limitations of radical substitution in organic synthesis?
further substitution occurs with an excess of halogen radicals
substitution can occur at different positions in a carbon chain, forming structural isomers
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what is an alkene?
an unsaturated hydrocarbon
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what shape and bond angle does a central C atom have?
trigonal planar
3 bonding regions of equal electron density and repulsion
120
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what does a double bond consist of?
a sigma bond and a pi bond
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how is a pi bond formed?
sideways overlap of 2 p-orbitals containing 1 electron
electron density is concentrated above and below the plane of the carbon atoms
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what is a stereoisomer?
compounds with the same structural formula but with a different arrangement in space
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what is an E/Z isomerism?
restricted rotation around a double bond and two different groups attached to each carbon atom of the C=C
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what is a cis/trans isomerism?
special case of E/Z isomerism where one of the groups attached to each carbon atom of the C=C are the same.
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how are cahn-ingold-prelog rules used?
can identify E/Z isomers by assigning priority to groups
higher atomic number= higher priority
higher priority groups on same side= Z
higher priority groups diagonally placed=E
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why are alkenes more reactive than alkanes?
the pi bond is weaker than the sigma bond, is more exposed and is therefore broken more readily
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what is hydrogenation of alkenes and what are reactants/conditions?
addition reaction to form an alkane
hydrogen
Nickel catalyst
423K
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what is halogenation of alkenes and what are reactants/conditions?
addition reaction to form dihaloalkanes
Cl/Br or HCl/HBr
RTP
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how can you test for unsaturation?
bromine water will be decolourised from orange to colourless by a C=C bond
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what is hydration of alkenes and what are reactants/conditions?
addition reaction to form alcohols
steam
H3PO4 or H2SO4 catalyst
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what is an electrophile?
an electron pair acceptor attracted to an area of high electron density
positive ion or delta+ molecule
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why is a double bond an area of high electron density?
presence of pi bonds attracts electrophiles
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how can an induced dipole form in the mechanism for halogenation?
the high electron density of the double bond can polarise the X-X bond
H-X bond is already polar
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why is Markownikoff's rule used?
to determine the yield of an organic product formed in addition reactions of H-X to unsymmetrical alkenes
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what is a primary carbocation?
positive charge on a carbon atom is on a carbon that is attached to only one other carbon (end chain carbon)
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what is a secondary carbocation?
positive charge on a carbon atom is on a carbon that is attached to two other carbons
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what is a tertiary carbocation?
positive charge on a carbon atom is on a carbon that is attached to 3 other carbons
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what carbon will the hydrogen atom of the hydrogen halide attach to?
the carbon with the most H atoms attached/ least R groups
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what carbon will the halogen atom of the hydrogen halide attach to?
the carbon with the least H atoms attached/ most R groups
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what is a major product?
product with higher yield
formed via a more stable carbocation
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what is a minor product?
product with a lower yield formed via a less stable carbocation
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why does stability increase from primary to tertiary carbocation
carbon atom have a stronger electron donating ability than hydrogen atoms
positive charge is spread over the alkyl groups
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what is addition polymerisation?
addition of unsaturated alkene monomers to form long saturated polymer chains
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what are the uses of poly(ethene)?
plastic bags
toys
shampoo bottles
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what are the uses of poly(chloroethene)/PVC?
pipes
films and sheeting
bottles
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what are the uses of poly(styrene)?
packaging materials
cups
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what are the uses of poly(tetrafluoroethene)/Teflon)?
non-stick pan coating
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how is recycling polymers sustainable?
conserves finite fossil fuels
decreases waste in landfill
polymers are sorted, chopped, washed, dried and melted into pellets
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how is disposal and recycling of PVC hazardous?
when burnt corrosive HCl gas is released as well as toxic dioxins
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how is the removal of toxic waste products sustainable?
prevents release of toxic by-products
solvents used to dissole PVC and precipitation to recover high grade PVC
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how is combustion of polymers sustainable?
energy production conserves finite fossil fuels
polymers have a high stored energy value
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how is feedstock recycling sustainable?
organic feedstock for the production of new polymers, plastics and other organic compounds
able to handle unsorted and unwashed polymers
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what are biodegradable polymers?
polymers that can be broken down by microorganisms
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what are photodegradable polymers?
polymers containing bonds that are broken by absorbing light
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why are alcohols less volatile and have a higher boiling point than their corresponding alkanes?
alcohols have hydrogen bonds between molecules that require more energy than the London forces in alkanes
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why are alcohols more soluble in water than alkanes
alcohols have a polar O-H bond meaning it can form hydrogen bonds with water molecules
alkanes are non-polar so cannot form hydrogen bonding
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why does alcohol solubility decrease as chain length increases?
the influence of the O-H group becomes relatively smaller
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what is a primary alcohol?
alcohol with -OH group attached to carbon that is bonded to one other R group
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what is a secondary alcohol?
alcohol with -OH group attached to carbon that is bonded to two other R groups
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what is a tertiary alcohol?
alcohol with -OH group attached to carbon that is bonded to 3 other R groups
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what is the combustion of alcohols?
combust completely in a plentiful supply of oxygen to produce CO2 + H2O
as chain increases energy released increases
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what reagent is used to oxidise alcohols?
K2Cr2O7/H2SO4
acidified potassium dichromate
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what is the colour change present if an alcohol is oxidised by K2Cr2O7/H2SO4?
orange to green
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how can aldehydes be prepared from alcohols?
oxidation of a primary alcohol
K2Cr2O7/H2SO4
distillation
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how can carboxylic acids be prepared from alcohols?
oxidation of a primary alcohol
K2Cr2O7/H2SO4
reflux
2[O]
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how can ketones be prepared from alcohols?
oxidation of a secondary alcohol
K2Cr2O7/H2SO4
reflux
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what happens when K2Cr2O7/H2SO4 is added to a tertiary alcohol
nothing as tertiary alcohols can't be oxidised
solution remains orange
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how can alkenes be prepared from alcohols and what conditions are needed?
elimination of H20
dehydration
heat
H3PO4 OR H2SO4 catalyst
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how can haloalkanes by prepared from alcohols and what reagents are needed?
substitution reaction
NaBr + H2SO4 -> HBr
heat by reflux
forms haloalkane + NaHSO4 + H2O
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why is a C-X bond polar?
halogen atoms are more electronegative than carbon atoms
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what is a nucleophile?
and electron pair donor
attracted to an area of low electron density/ electron deficient carbon
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how are haloalkanes hydrolysed?
nucleophilic substitution
NaOH or water
reflux
OH displaces X
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how can the rate of hydrolysis of primary haloalkanes be tested?
rate of precipitate formation
ethanol
AgNO3
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why does the rate of hydrolysis of primary haloalkanes differ?
rate of hydrolysis increases as C-X bond strength/enthalpy decreases
carbocation stability: tertiary fastest, primary slowest
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how is ozone broken down and produced in the stratosphere?
equilibrium reaction
UV
02 + 0. <-> O3
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How are Halogen radicals formed in the stratosphere?
stability allows them to not react until sufficient UV energy is present
The C-Cl bond is broken by homolytic fission
CF2Cl2 -> CF2Cl. + Cl.
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How does the reactive Cl. break down ozone?
acts as a catalyst
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what are the propagation steps and overall reaction of the breakdown of ozone?
Cl. + O3 -> ClO.+ O2
ClO. + O -> O2 + Cl.

Cl. + O3 -> 2(O2)
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what other radical can catalyse the breakdown of O3?
NO.
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how are NO. formed?
lightning strikes
aircraft in stratosphere
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how is a separating funnel used?
aq and organic layer separated as they have different densities
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how are impure products dried?
addition of an anhydrous salt/ drying agent until dispersed as a fine powder
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what are some examples of drying agents?
MgSO4, CaSO4, CaCl2
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how is redistillation carried out?
set up distillation apparatus and redistill, collecting the product with the boiling point of the desired compound
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what is the functional group of an amine?
-NH2
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what is the functional group of an acyl chloride?
C=O
|
Cl
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what is the functional group of a nitrile?
-CN
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what is a target molecule?
the compound being prepared by organic synthesis
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what is an intermediate in terms of two stage synthesis?
compound that links the starting and target molecules
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what does the molecular ion pea tell us?
molar mass of compound
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what is fragmentation?
breakdown of of molecular ions into a smaller fragment ion and a radical
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what fragment ion has a m/z value of 15?
CH3+
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what fragment ion has a m/z value of 29?
C2H5+
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what fragment ion has a m/z value of 43?
C3H7+
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what fragment ion has a m/z value of 57?
C4H9+
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how can you calculate the number of carbon atoms in a compound?
height of M+1 peak
______________________x100
height of M peak
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what affect does IR have on covalent bonds?
IR causes covalent bonds to vibrate more and stretch more as they absorb energy
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what frequency of radiation can a covalent bond absorb?
same frequency as natural bond frequency
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what is the effect of IR on atmospheric gases and the environment?
CO2, H2O AND CH4 can absorb longer wavelength IR and re-emit it as radiation that causes global warming
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what are the uses of IR spectroscopy?
identifying functional groups
monitoring gases that cause air pollution: CO NO
breathalysers to identify ethanol
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Other cards in this set

Card 2

Front

what is structural formula?

Back

the simplest way to show the arrangement of atoms in a molecule

Card 3

Front

what is displayed formula?

Back

Preview of the front of card 3

Card 4

Front

what is skeletal formula?

Back

Preview of the front of card 4

Card 5

Front

what is a homologous series?

Back

Preview of the front of card 5
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