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CAIE AS LEVEL
CHEMISTRY
SUMMARIZED NOTES ON THE THEORY SYLLABUS
Prepared for Shouryasena Reddy Pamulapati for personal use only.
CAIE AS LEVEL CHEMISTRY
1. Atomic Structure
1.4. Electronic Configuration
1.1. Subatomic Particle Electrons are arranged in energy levels called shells
Each shell is described by a principle quantum no. (P.Q)
Relative As the P.Q. increases, the energy of the shell increases
Subatomic Particle Relative Mass/ a.m.u
Charge Inside the shell, there are subshells: s, p, d and f
Protons (P) +1 1 Orbital: region in space where there is a maximum
Neutrons (n) 0 1 probability of finding an electron
1.5. Subshells
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A free radical is a species with one or more unpaired 1.9. General 1st Ionisation Energy
electrons. Trends
Note: ions and free radicals are different.
Down a group (decreases):
New shells added
1.7. Ionisation Energies (I.E) Attraction of nucleus to valence e-s decreases
Shielding effect increases
1st I.E: the energy needed to remove 1 mole of e-s from 1 Across a period (increases):
mole of a gaseous atom to form 1 mole of unipositive ions Shell number remains the same
Each Successive I.E is higher than the previous one Proton number increases
because as e-s are removed, protons > e-s ∴ the Effective nuclear charge increases
attraction between protons and remaining electrons Atomic radius decreases
increases
Successive I.Es have a large jump in their value when e-s 1.10. Trend in 1st I.E across 3rd Period
removed from the lower energy shell
Deduce group no. by checking when 1st big jump occurs
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Groups 1 to 3 5 to 7
Ion Positive Negative
No. of shells
n−1 n
Across the period:
number of protons.
l l
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CAIE AS LEVEL CHEMISTRY
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CAIE AS LEVEL CHEMISTRY
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S – P (Sigma Σ)
4 pairs of e’s
4 bonded, 0 lone pair
Tetrahedral
109.5O
E.g. CH4
P – P (Sigma Σ)
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CAIE AS LEVEL CHEMISTRY
5 pairs of e’s
5 bonded, 0 lone pair
Trigonal Bipyramid
90O and 120O
E.g. PF5
6 pairs of e’s
6 bonded, 0 lone pair
Octahedral
90O
E.g. SF6
sp 3 Hybridisation
C 2 H4 ( C − C ).
sp Hybridisation
3.10. Bonds
sp 2 Hybridisation Bond Energy: the energy needed to break one mole of a
given bond in one mole of gaseous molecules
When 1 s orbital combines with 2 p orbital. Bond Length: distance between the centres of two nuclei
They form linear molecules with 120 o angles, e.g. BH3
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3.14. Summary
Induced Dipole (Van Der Waals’ Forces) Conditions at which gases behave ideally:
High temperature
Very weak forces present between non-polar molecules Low pressure
Due to constant motion of e-s, at an instant, a non-polar
molecule develops poles due to distortion of electron Limitations of Ideal Gas Laws:
density giving rise to instantaneous dipole, which can
Real gases do not obey kinetic theory in two ways:
induce a dipole in the adjacent molecules
There is not zero attraction between molecules
Van der Waals forces increase with:
We cannot ignore the volume of molecules
increasing the number of contact points between
themselves
molecules; point where molecules come close
together Deviations visible at low temp. and high pressure
increasing number of electrons (+ protons) in
molecule Molecules are close to each other
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The volume of molecules is not negligible relative to the Particles continue to break away from the surface but are
container trapped in space above the liquid.
VDW forces present, pulling molecules to each other As gaseous particles collide, some of them hit the surface
Pressure is lower than expected from ideal gas of the liquid again and become trapped there.
The effective volume is less than expected from the ideal An equilibrium is set up in which the number of particles
gas leaving the surface is balanced by the number rejoining it.
Liquid water molecules ⇌ Vapor water molecules
4.2. General Gas Equations A fixed number of gaseous particles will be in the space
above the liquid in this equilibrium.
P V = nRT Vapour Pressure: pressure exerted by a vapour in
M ass × RT equilibrium with a liquid.
Mr = Vapour pressure increases as:
PV
P1 V1 P2 V2
=
T1 T2
Enthalpy of Fusion: heat energy required to change 1 Finite resource: resource which doesn't get replaced at
mole of solid into a liquid at its melting point the same rate that it is used up.
Heating a Solid (melting): Examples of finite resources: copper, aluminium, glass
Energy transferred makes solid particles vibrate Advantage of Recycling: ○ Saves energy ○ Reduces
faster environmental issues ○ Conserves ore supplies ○ Less
Forces of attraction weaken & solid changes to liquid wastage ○ Cheaper than extracting
Enthalpy of Vaporisation: heat energy required to change
1 mole of liquid into a gas at its boiling point
Heating a Liquid (vaporisation):
4.6. States of Matter and Properties
Energy transferred makes liquid particles move faster
Forces of attraction weaken
Solubility
The highest energy particles escape first
For solids, generally, solubility increases with increasing
Liquid starts to evaporate – temp. Below b.p.
temperature as the increase in temperature facilitates
Forces weaken further – particles move faster &
the overcoming of intermolecular bonds, making it easier
Spread
for the solid to dissolve.
Liquid boils – temp. At b.p.
For gases, generally, solubility decreases with increasing
The evaporation of a liquid in a closed container
temperature as the pressure of the gas increases
(pressure only affects the solubility of gases)
Conductivity
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CAIE AS LEVEL CHEMISTRY
than gases. This is because of the proximity of molecules Layers kept together by weak Van der Waal’s forces
in solids, allowing heat to be transferred rapidly through High m.p./b.p. - strong covalent bonds throughout
vibrations of neighbouring molecules. Soft – forces between layers are weak
Conducts electricity - has delocalized electrons
4.7. Solid State
Ionic lattice
Silicon(IV) Oxide:
Each Si is bonded to 4 oxygen atoms, but each oxygen
is bonded to 2 Si atoms
Sand is largely SiO2
Similar properties to diamond
Metallic lattice
Hydrogen-Bonded Lattice:
Macromolecular Lattice:
Iodine:
Dark grey crystalline solid; vaporizes into purple gas
m.p./b.p. are slightly higher than room temp
Slightly soluble in water; dissolves in organic solvents
Graphite:
Diatomic molecules formed due to covalent bonds
Three strong (sp2) covalent bonds between individual atoms
Fourth e- in p orbital ∴ forms a pi bond, forming a Molecules have weak Van der Waals forces of
cloud of delocalised electrons above and below the attraction between them
planes
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CAIE AS LEVEL CHEMISTRY
Fullerenes:
Buckminsterfullerenes(C 60)
C atoms in pentagonal and hexagonal rings
Spherical
C 60 molecules held together by Van der Waals
forces
Can conduct heat and electricity
Very strong and tough
Insoluble in water
Low m.p./b.p. Endothermic Reactions
Nanotubes
C atoms in hexagonal rings only
Cylindrical
The structure is rod-like due to continuing rings
Conducts heat and electricity
Very strong and tough
Insoluble in water
High m.p./b.p.
1. Reaction ΔH
5.1. Energy Change in Reactions 1. Enthalpy changes when 1 mole of element or
compound is completely reacted under
Exothermic Reactions Endothermic Reactions standard conditions in their standard states.
Energy given out Energy taken in 2. Combustion ΔHC
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CAIE AS LEVEL CHEMISTRY
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6. Electrochemistry
6.1. Calculating Oxidation Numbers
Ionic Molecules: group number = valence electrons
Covalent Molecules:
Rules: 6.3. Balancing Equations
Atoms in a diatomic molecule; oxidation number =
0 Equation: HI + HN O3 → I 2 + N2 O3 + H2 O
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For every 2 iodines, there will be 1 nitrogen Weak acid: an acid that dissociates partially in solution
Thus first put in correct ratio for iodine and nitrogen then (e.g., ethanoic acid)
balance hydrogens and oxygens Strong base: a base that dissociates completely in
Balanced: 4HI + 2HN O3 → 2I 2 + N2 O3 + 3H 2 O
solution (e.g., NaOH)
Weak base: a base that dissociates partially in solution
(e.g., ammonia)
7. Equilibria Strong acids/bases react more vigorously than weak
acids/bases.
Strong acids have lower pH values than weak acids.
7.1. Introduction
Strong bases have higher pH values than weak bases.
When an acid reacts with a base, salt & water are formed.
Reversible reaction: a reaction in which products can be
The pH changes in this neutralisation reaction can be
changed back to reactants by reversing the conditions
graphed as shown in the image below: \n
Dynamic Equilibrium: the state of a reversible reaction
carried out in a closed container where the rates of
forward and backward reactions are equal and constant
p(Reactant)mols
Rate of a Reaction: change in concentration of reactants
Only gases or products per unit of time
Activation Energy: minimum energy colliding particles
Large value of K C /K P ⇒ equi. towards products side must possess for a successful collision to take place
Catalysis: acceleration of a chemical reaction by a catalyst
Smaller value of K C /K P ⇒ equi. towards reactants
side
8.2. Effect of Concentration Changes
K C /K P changes only with changes in temperature
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Diagram
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CAIE AS LEVEL CHEMISTRY
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Increases across period because the bonded e- are in the Metal Oxides: MO (s) + H2 O (l) → M(OH)2(aq)
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The size of halogen atom increases With a hot solution, the oxidation state of chlorine goes up
Nuclear attraction decreases to +V
The H – X bond becomes longer and weaker
Thus, less energy is needed to break the bond 3C l2 + 6N aOH → N aClO3 + 5N aCl + 3H2 O
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CAIE AS LEVEL CHEMISTRY
Bromine and Iodine: manufacture of photographic films Catalytic convertors: exhaust gases passed through
Chlorine: catalytic convertors containing a catalyst (platinum/
In bleaches palladium/nickel) helping to reduce oxides to nitrogen.
To make PVC and chlorofluorocarbon (CFCs) Catalytic role in oxidation of sulphur dioxide:
As solvents
Use of chlorine in water purification:
The oxidising power of chlorine is used in the
treatment of water to kill bacteria
12. Nitrogen and Sulfur 2NO2 + H2O → HNO3 + HNO2 or 4NO2 + 2H2O + O2 →
4HNO3
12.1. Lack of Reactivity of Nitrogen Damages trees & plants, kills fish and other river life,
buildings, statues and metal structures
Nitrogen molecule has three strong covalent bonds.
Combustion Pollutants:
The bond is very strong and requires high energy to split
the two nitrogen atoms of a molecule.
Nitrogen oxide (NO): formed by reaction of N2 and O2 in
It reacts only under extreme temperature or pressure or
the engine, forms acid rain and respiratory problems
in the presence of a catalyst.
Atmospheric oxides of nitrogen (NO & NO2) can react with
unburned hydrocarbons to form peroxyacetyl nitrate
12.2. Ammonium (PAN) which is a component of photochemical smog
Carbon monoxide (CO): source: incomplete combustion of
Lone pair of e-s of nitrogen forms a coordinate bond with hydrocarbon fuel, toxic effect on haemoglobin
the H+ ion
Formation: NH3(g) + H+ NH4+ 12.6. Food Preservation
Shape: tetrahedral
SO2 is used by itself or as a sulphite to preserve food
Bond angle: 109.5o
Bond length: equal lengths
SO2 + H2O → H2SO3(aq)
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CAIE AS LEVEL CHEMISTRY
all share the same general formula Organic Family Suffix Example
the formula of homologue differs from neighbour by
CH2
similar chemical properties
gradual change in physical properties as Mr increases
Functional group: an atom or group of atoms in an organic -yne Ethyne
molecule that determines the characteristic reactions of a
homologous series.
Alkyl group: a reactive group which is alkane minus 1 H
Alkyne
13.2. Hybridisation
Hybridisation: mixing up of different atomic orbitals
resulting in new orbitals of equal energy.
Carbon’s Electron Configuration:
-ol methanol
Alcohol
sp3 sp2 sp
All orbitals mix 2s, 2px, 2py mix 2s and 2px mix methoxy-
-oxy-
methane
3 sp2 orbitals 2 sp orbitals
4 sp3 orbitals
1 pure p orbital 2 pure p orbitals
Ratio of characteristics s : p
Ether
1:3
1:2 1:1
Chloro-
halo- -ane
ethane
-al Methanal
-ane Methane
Aldehyde
Alkane
-one Propanone
-ene Ethene
Ketones
Alkene
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Methanoic
-oic Acid
Acid
Structural formula (Hexane)
CH3-CH2CH2CH2CH2-CH3 or CH3(CH2) 4CH3
Carboxylic Acid Skeletal formula (Hexane)
-benzene When bond breaks, each atom takes one e- from pair of
also have electrons forming free radicals
Nitro- Free radicals: electrically neutral atoms or groups of
other
benzene atoms with unpaired electrons are very reactive
naming
methods Free radical reaction catalysed by heat or light
Arene/Phenyl/Benzene
Heterolytic Fission:
13.4. Types of Formulae Note: homolytic fission requires less energy than heterolytic
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Example: But-2-ene
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Have different physical and chemical properties The volatility of the alkanes decreases and m.p/b.p
increases as number of carbon atoms increases
Ratio of C : H Functional Gps. Example Reason: increasing Van der Waals forces
1:3 Alcohol & Ether C 2H6O
1:2 Aldehyde & Ketone C 3 H6 O 14.2. Combustion
1:2
Carboxylic acid & Ester C 3H6O2 Used as fuel because they burn in oxygen to given out
Must have O2
large amounts of energy
Alkanes kinetically stable in presence of O2; combustion
13.15. Geometric (cis/trans) Isomers occurs when necessary amount of Ea supplied
Reaction occurs only in gas phase
Shown only by alkenes
Complete: carbon dioxide + water
Arises due to restriction of double bond Incomplete: carbon monoxide + carbon (soot) + water
Only possible when each carbon has 2 different groups
General Equation of Hydrocarbon Combustion:
cis-trans isomers have different b.p.
y y
cis isomers have higher dipole C xHy + (x + ) O2 → xCO 2 + H2 O
trans isomer of symmetrical alkene has zero dipole 4 2
14.3. Substitution
Alkanes react with halogens: Cl2 and Br2
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C H4 + C lo → C H3o + HCl
C H3o + C l2 → C H3 C l + C lo
Termination
Chlorine radical and alkyl radical reacts.
Stops propagation of reaction.
Reduces the number of radicals.
C H3o + C lo → C H3 C l
Electrophile forms by heterolytic fission
2C lo → C l2 Electrophile attacks double bond
C H3o + C H3o → C H3 C H3
Pair of e-s from double bond migrate to electrophile and
π bond breaks
Hint: Carbocation formed which attacks the nucleophile
14.5. Cracking
Breaking of large less useful alkanes into useful, more
energy value smaller products using heat & catalyst
Products:
smaller alkanes and alkenes or
smaller alkenes and hydrogen gas
Thermal cracking: high temp. & pressure
Catalytic cracking: high temp. & catalyst
Markovnikov’s principle: an electrophile adds to an
unsymmetrical alkene so that the most stable carbocation
14.6. Hydrocarbons as Fuels is formed as an intermediate
Hydrogen binds to carbon with more hydrogens
Source of alkanes: crude oil
Steady change in b.p. of alkanes allows crude oil to be Inductive effect of alkyl groups:
separated by fractional distillation Alkyl groups donate e- to the ring
Catalytic conversion of CO and NOx: Producing a positive inductive effect
2NO2 + 4CO → N2 + 4CO2 A larger alkyl group has a weaker inductive effect
2NO + 2CO → N2 + 2CO2
14.10. Addition Reactions
14.7. Alkenes
Hydrogenation (Alkene + H2 Alkane)
Unsaturated hydrocarbons Reagent: H2(g)
Contain at least one C=C double bond Condition:
General formula: C nH2n (like cycloalkanes) Catalyst: Nickel
Source of alkenes: Temp.: 100oC
Cracking alkanes Press.: 2 atm.
Dehydration of alcohols Use: convert liquid oils to saturated solid fats
More reactive than alkanes due to presence of double Halogenation (Alkene + X2 Dihaloalkane)
bond; pi electrons loosely and more susceptible to attacks Reagent: Halogen(aq)
by e- deficient groups like electrophiles Condition: r.t.p./dark
Alkenes combust completely carbon dioxide + water Halogenation (Alkene + Hydrohalogen Halogenoalkane)
Give energy but not used as fuels; have other uses Reagent: Hydrohalogen(g)
Condition: r.t.p.
14.8. Electrophilic Addition Mechanism Hydration (Alkene + H2O(g) Alcohol)
Reagent: steam
Condition:
Catalyst: H3PO4 – phosphoric acid
Temp.: 300oC
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Primary 1o (S N 2)
Secondary 2o (S N 2 and S N 1)
Tertiary 3o (S N 1)
14.12. Polymerisation
Repeated addition of 1000s of alkene molecules
(monomer) to each other forming a macromolecule
Polyethene: 15.2. Strength of C – Hal Bond
LDPE: cling wrap
HDPE: water pipes, wire insulation Polar Nature Bond Energy Reactivity
Fluoro
Chloro
Decrease Decrease Increases
Bromo
Polychloroethene (PVC): Iodo
Water pipes
Electronegativity Bond length increases, bond
Insulation of wires
decreases energy decreases, lower EA so
down group more reactive
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The C-X bond is a polar bond and has partial charges due
to the high electronegativity of halogen.
The δ+ carbocation is easily susceptible to attack by a
nucleophile
S N 1 Mechanism:
Unimolecular – only one molecule involved in 1st step R – X + OH- Alkene + X- + H2O
Secondary and Tertiary halogenoalkanes Mechanism:
S N 2 Mechanism:
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Tertiary 3o
Boiling Point:
b.p. decreases→
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CAIE AS LEVEL CHEMISTRY
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More minor carbonyl compounds are more reactive Aldehyde + Fehling’s Solution Red ppt.
Product has a chiral carbon ∴ exhibits optical isomerism C u 2 + reduced to C u (I) oxide and –C HO oxidized
to acid.
Mechanism:
2C u 2 + +RC HO => 2C u + > +RCOOH −
Type of Reaction: nucleophilic addition (H- ions) 18.2. Formation of Carboxylic Acids
Reducing agents:
NaBH4 – sodium tetrahydrioborate From alcohols: complete oxidation of primary alcohols
LiAlH4 – lithium aluminium hydride From aldehydes: oxidation of aldehydes
H2/Pt or Ni From nitriles: acid/base hydrolysis of a nitrile
Aldehydes ⟹ 1o Alcohols
R-CHO + 2[H] RCH2OH
Ketones ⟹ 2o Alcohols
R-CO-R + 2[H] R-CH(OH)-R
Ag + reduced to Ag , and –C HO oxidized to the acid Amides ( −CO − N H2 ) {not included in AS}
Nitriles ( −CN )
2Ag + + RC HO2 => Ag + RCOOH − + H +
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Products:
Reactants and Conditions
Base
Primary Halogenoalkanes Salt of Carboxylic Acid
Ammonia
Heat under Pressure Reaction:
Ethanol (Catalyst) C H3 C H2 C N + N aOH => C H3 C H2 C O2 N a + N H3
Reaction:
C H3 C H2 B r + N H3 => C H3 C H2 N H2 + HBr
20. Polymerisation
19.3. Formation of Nitriles 20.1. Addition Polymerisation
Reactants and Conditions Monomers are alkenes; the polymer formed is polyalkene
Alkene joins to itself, and no molecule is lost
Halogenoalkanes
E.g. nA → −A − A − A − A− or (−A−) n
Aldehydes or Ketones
HCN
Heat under Reflux
KCN (Catalyst)
polyethene polytetrafluoroethene
Reaction:
C H3 C H2 C HO + HCN =>
C H3 C H2 C (OH)(CN )H
C H3 C H2 C O + HCN =>
C H3 C H2 C (OH)(CN )C H3
Nitriles
Heat Under Reflux
Acid/Base
Acid Hydrolysis
Products:
Salt
Carboxylic Acid
Reaction:
C H3 C H2 C N + HCl => C H3 C H2 C O2 H + N H4 C l
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LDPE HDPE
Soft plastic made with non-
Using Ziegler catalyst
polar polymer
Hard plastic made with non-
Highly branched chains
polar polymer
Low melting point Unbranched chains
Chains cannot pack closely
due to random branching, High melting point
leaving gaps
Closely packed chains, fewer
Low density
gaps
High density
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CAIE AS LEVEL CHEMISTRY
Chemical substances are identified by their mass-to- Here, 72 is the Molecular ion peak.
charge ratio. It is the total mass of the organic molecule.
The substance is ionized and given charge. Used to identify Carbon atoms present in the Compound
The charged ions pass through magnetic and electric using formula.
fields to calculate the mass-to-charge ratio of each ion
present.
100 ∗ M +1
n (N umber of C arbon atoms) =
1.1 ∗ M +
isotope.
1 in every 100 Carbon is C-13, so it has a ratio of M +
The right-most 3 peaks represent the Chlorine molecules Both have a difference of 2 m/z due to the isotopes of
with different arrangements with Cl-35 and Cl-37. Chlorine.
The ratio between the Cl-35 and Cl-37 peaks represents If the conditions are met, there is a Chlorine atom.
the relative abundance of the isotopes.
For 2 Chlorine:
22.5. Organic Fragment Pattern
Alkyls like C H3 - form Fragment patterns on Mass
Spectrometer
We can use the Molecular ion peak ( M + ) as identified
here
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CAIE AS LEVEL CHEMISTRY
If the conditions are met, there are 2 Chlorine atoms. There are M +2 peaks alongside M + peak.
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CAIE AS LEVEL
Chemistry
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