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EDEXCEL INTERNATIONAL A LEVEL CHEMISTRY • WCH11

Chemistry Unit 1

Structure, Bonding and Introduction to Organic Chemistry

WCH11 Unit 1
5 Core Topics
10 Practice Questions
Formula Review
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TOPIC 01

Formulae, Equations and Amount of Substance

Chemistry uses formulae and equations to represent substances and chemical reactions. Quantitative chemistry allows the amounts of reactants and products to be calculated.

C
O
O

Relative Atomic Mass

Relative atomic mass, Ar, is the weighted average mass of an atom of an element compared with one-twelfth of the mass of an atom of carbon-12.

Relative Formula Mass

Relative formula mass, Mr, is obtained by adding the relative atomic masses of all the atoms represented in a formula.

Mr = sum of all Ar values in the formula

The Mole

The mole is the amount of substance containing the Avogadro constant number of specified particles.

NA = 6.02 × 1023 mol−1

Amount of Substance

n = m / M

where n is amount in mol, m is mass in g and M is molar mass in g mol−1.

Number of Particles

N = nNA

Concentration

c = n / V

For concentration in mol dm−3, volume must be expressed in dm3.

Remember: 1000 cm3 = 1 dm3.

Empirical Formula

The empirical formula gives the simplest whole-number ratio of atoms in a compound.

Molecular Formula

The molecular formula gives the actual number of atoms of each element in one molecule.

WORKED EXAMPLE

A compound contains 24.0 g of carbon and 4.0 g of hydrogen. Determine its empirical formula.

Carbon: 24.0 / 12.0 = 2.00 mol

Hydrogen: 4.0 / 1.0 = 4.00 mol

Divide by the smallest amount:

C : H = 1 : 2

Empirical formula = CH2

Percentage Yield

Percentage yield = (actual yield / theoretical yield) × 100

Atom Economy

Atom economy = (Mr of desired product / total Mr of reactants) × 100

Writing Equations

Chemical equations must conserve atoms and charge. Equations should be balanced using the smallest whole-number coefficients.

Exam habit:

Always check that every element has the same number of atoms on both sides of an equation.

TOPIC 02

Atomic Structure and the Periodic Table

The arrangement of electrons in atoms explains many of the patterns observed in the Periodic Table.

Subatomic Particles

Atomic Number and Mass Number

Atomic number is the number of protons in an atom. Mass number is the total number of protons and neutrons.

Number of neutrons = mass number − atomic number

Isotopes

Isotopes are atoms of the same element with the same number of protons but different numbers of neutrons.

Electron Configuration

Electrons occupy shells and orbitals around the nucleus. The orbitals relevant to Unit 1 include s, p and d orbitals.

Electron Capacity

Each orbital can contain a maximum of two electrons. Electrons in the same orbital have opposite spins.

Ionisation Energy

First ionisation energy is the energy required to remove one electron from each atom in one mole of gaseous atoms to form one mole of gaseous singly charged ions.

Important factors affecting ionisation energy:
  • Distance of the outer electron from the nucleus.
  • Nuclear charge.
  • Shielding by inner electrons.
  • Subshell and electron pairing effects.

Trends Across a Period

Across a period, nuclear charge generally increases while electrons are added to the same main shell. This produces characteristic trends in atomic properties.

Periodic Table Blocks

Mass Spectrometry

Mass spectrometry can be used to determine isotopic masses and relative abundances.

A mass spectrum contains peaks corresponding to ions with particular mass-to-charge ratios.

Ar = Σ(isotopic mass × fractional abundance)

WORKED EXAMPLE

An element has two isotopes with masses 10 and 11. Their abundances are 20% and 80% respectively. Find its relative atomic mass.

Ar = (10 × 0.20) + (11 × 0.80)

Ar = 2.00 + 8.80

Ar = 10.80

TOPIC 03

Bonding and Structure

The properties of substances depend strongly on the type of bonding and structure present.

Na
Cl

Ionic Bonding

Ionic bonding is the strong electrostatic attraction between oppositely charged ions.

Ions are formed when atoms gain or lose electrons.

Ionic Structures

Ionic compounds form giant lattices containing positive and negative ions arranged in a regular structure.

Covalent Bonding

A covalent bond is a shared pair of electrons between atoms.

Electronegativity and Bond Polarity

Electronegativity describes the tendency of an atom to attract the bonding pair of electrons towards itself.

A difference in electronegativity can produce a polar covalent bond.

Shapes of Molecules

Electron pairs repel each other and arrange themselves as far apart as possible. Lone pairs repel more strongly than bonding pairs.

Electron-pair repulsion order:

lone pair–lone pair > lone pair–bond pair > bond pair–bond pair

Common Molecular Shapes

Metallic Bonding

Metallic bonding consists of positive metal ions surrounded by delocalised electrons.

Intermolecular Forces

Molecules can attract one another through intermolecular forces. These are weaker than the covalent bonds within a molecule.

Van der Waals Forces

Temporary fluctuations in electron distribution can produce temporary dipoles and attractions between molecules.

Permanent Dipole-Dipole Attractions

Polar molecules can attract one another because of permanent partial charges.

Hydrogen Bonding

Hydrogen bonding is a particularly strong intermolecular attraction involving hydrogen bonded to a highly electronegative atom and a lone pair on another electronegative atom.

Structure and Physical Properties

The type of structure affects melting point, boiling point, electrical conductivity and solubility.

EXAM COMPARISON

A giant ionic compound generally has a high melting point because strong electrostatic attractions act throughout its lattice.

A simple molecular substance usually has a much lower melting point because only intermolecular forces need to be overcome during melting.

TOPIC 04

Introductory Organic Chemistry and Alkanes

Organic chemistry is the study of carbon-containing compounds. Unit 1 introduces organic structures, naming, isomerism and the chemistry of alkanes.

Homologous Series

A homologous series is a family of compounds with the same functional group and general formula, showing similar chemical properties. Successive members differ by CH2.

Alkanes

Alkanes are saturated hydrocarbons containing only carbon-carbon single bonds.

General formula: CnH2n+2

Names of Simple Alkanes

Structural Formulae

Organic compounds can be represented using displayed, structural, skeletal and molecular formulae.

Structural Isomerism

Structural isomers have the same molecular formula but different structural arrangements.

Combustion

Alkanes undergo combustion in oxygen.

hydrocarbon + oxygen → carbon dioxide + water

Complete combustion requires sufficient oxygen. Incomplete combustion can produce carbon monoxide and/or carbon.

Cracking

Cracking breaks larger hydrocarbon molecules into smaller, more useful molecules.

Cracking can produce both alkanes and alkenes.

Free-Radical Substitution

Alkanes can react with halogens in the presence of ultraviolet radiation.

Initiation

Ultraviolet radiation causes a halogen molecule to undergo homolytic fission, producing radicals.

Propagation

Radicals react with molecules to produce new radicals, allowing the chain reaction to continue.

Termination

Two radicals combine, removing radicals from the reaction chain.

Homolytic fission:

Bond breaking in which one electron from the bonding pair goes to each atom, producing radicals.

Petroleum and Fractional Distillation

Crude oil is a mixture of hydrocarbons. Fractional distillation separates hydrocarbons according to differences in boiling point.

Smaller molecules generally have lower boiling points and are more volatile than larger molecules.

TOPIC 05

Alkenes

Alkenes are unsaturated hydrocarbons containing a carbon-carbon double bond.

C
C
General formula: CnH2n

The C=C Double Bond

A carbon-carbon double bond consists of a sigma bond and a pi bond. The presence of the pi bond makes alkenes more reactive than alkanes.

Naming Alkenes

The longest carbon chain containing the double bond is selected. The chain is numbered so that the double bond receives the lowest possible number.

Electrophilic Addition

Alkenes undergo addition reactions because the electron-rich double bond attracts electrophiles.

Addition of Hydrogen

Hydrogen can add across the double bond in the presence of a suitable catalyst.

Addition of Halogens

Alkenes react with halogens by addition across the carbon-carbon double bond.

Addition of Hydrogen Halides

Hydrogen halides can add across an alkene double bond to form a haloalkane.

Hydration of Alkenes

Alkenes can react with steam to produce alcohols under suitable industrial conditions.

Test for an Alkene

Bromine water can be used to test for carbon-carbon double bonds. An alkene rapidly decolourises bromine water.

Polymerisation

Addition polymerisation occurs when many alkene molecules join together to form a polymer.

Key idea:

The C=C bond opens during addition polymerisation and forms new carbon-carbon single bonds linking monomer units.

WORKED EXAMPLE

Propene undergoes addition polymerisation. Identify the repeating unit of the polymer.

The carbon-carbon double bond opens and the carbon chain becomes linked to neighbouring monomer units.

The repeating unit is based on:

−CH2−CH(CH3)−

PRACTICE

Unit 1 Mixed Practice

These questions combine the five Unit 1 specification areas. Try them without looking at the answers first.

1. Calculate the amount of substance in 5.85 g of NaCl. Use Ar(Na) = 23.0 and Ar(Cl) = 35.5.
Show answer

Mr(NaCl) = 23.0 + 35.5 = 58.5

n = m / M = 5.85 / 58.5

n = 0.100 mol

2. An ion has 17 protons, 18 electrons and 18 neutrons. Identify the ion and give its mass number.
Show answer

17 protons means the element is chlorine.

18 electrons means it has gained one electron, so the ion is Cl−.

Mass number = 17 + 18 = 35.

3. Explain why magnesium oxide has a much higher melting point than methane.
Show answer

Magnesium oxide has a giant ionic lattice with strong electrostatic attractions between oppositely charged ions. A large amount of energy is required to overcome these attractions.

Methane is a simple molecular substance with relatively weak intermolecular forces.

4. State the general formula of an alkane and an alkene.
Show answer

Alkane: CnH2n+2

Alkene: CnH2n

5. Explain why alkenes are generally more reactive than alkanes.
Show answer

Alkenes contain a carbon-carbon double bond containing a pi bond. The pi bond provides an electron-rich region that can attract electrophiles and undergo addition reactions.

6. A sample contains 60% isotope X-35 and 40% isotope X-37. Calculate the relative atomic mass.
Show answer

Ar = (35 × 0.60) + (37 × 0.40)

Ar = 21.0 + 14.8

Ar = 35.8

7. State the products of complete combustion of a hydrocarbon.
Show answer

Carbon dioxide and water.

8. What type of reaction occurs when bromine reacts with an alkene?
Show answer

Addition across the carbon-carbon double bond.

9. Explain what is meant by structural isomers.
Show answer

Structural isomers have the same molecular formula but different structural arrangements of atoms.

10. Explain why ionic compounds conduct electricity when molten but not when solid.
Show answer

When solid, the ions are fixed in position and cannot move to carry charge. When molten, the ions are free to move and can carry electric charge.

QUICK REVIEW

Unit 1 Key Ideas

  • n = m / M
  • N = nNA
  • c = n / V
  • Percentage yield = actual yield / theoretical yield × 100
  • Atom economy = desired product Mr / total reactant Mr × 100
  • Isotopes have the same number of protons but different numbers of neutrons.
  • Ionic, covalent and metallic bonding are different forms of strong chemical bonding.
  • Alkanes are saturated hydrocarbons.
  • Alkenes contain a carbon-carbon double bond.
  • Alkenes commonly undergo addition reactions.
  • Alkanes can undergo free-radical substitution under suitable conditions.