R/ISU/11/02 NANYANG TECHNOLOGICAL UNIVERSITY ENTRANCE EXAMINATION FOR FOREIGN APPLICANTS SYLLABUS FOR CHEMISTRY STRUCTURE OF EXAMINATION PAPER 1. The examination consists of ONE (1) theory paper which contains THREE (3) sections: a. Section A: Fifteen (15) multiple-choice questions which are relatively simple and do not require the knowledge of more than one concept to answer. Each question carries 1 mark. b. Section B: Fifteen (15) multiple-choice questions which may require the knowledge of more than one concept to answer. Each question carries 3 marks. c. Section C: Four (4) structured questions carrying 10 marks each. 2. Candidates are required to answer ALL the questions. 3. All the questions are derived from topics as described in the syllabus. SYLLABUS Section I - Physical Chemistry 1. Atoms, Molecules and Stiochiometry 2. Atomic Structure 3. Relative masses of atoms and molecules The mole, the Avogadro constant The determination of relative atomic masses, Ar, and relative molecular masses, Mr, from mass spectra The calculation of empirical and molecular formulae. Reacting masses and volumes (of solutions and gases) The nucleus of the atom: neutrons and protons, isotopes, proton and nucleon numbers Electrons: electronic energy levels, ionisation energies, atomic orbitals, extranuclear structure Chemical Bonding Ionic (electrovalent) bonding Covalent bonding and co-ordinate (dative covalent) bonding (a) The shapes of simple molecules (b) Bond energies, bond lengths and bond polarities Intermolecular forces, including hydrogen bonding Metallic bonding Bonding and physical properties 1 4. 5. States of Matter The gaseous state: (a) Ideal gas behaviour and deviations from it (b) pV = nRT and its use in determining a value for Mr The liquid state. The kinetic concept of the liquid state and simple kinetic-molecular descriptions of changes of state The solid state. Lattice structures and spacing Chemical Energetics 6. 7. 8. Enthalpy changes: H, of formation; combustion; hydration; solution; neutralisation; atomisation; bond energy; lattice energy; electron affinity Hess’ Law, including Born-Haber cycles Electrochemistry Redox processes: electron transfer and changes in oxidation number (oxidation state) Electrode potentials (a) Standard electrode (redox) potentials, E; the redox series (b) Standard cell potentials, E cell (c) Batteries and fuel cells Electrolysis (a) Factors affecting the amount of substance liberated during electrolysis (b) The Faraday constant: the Avogadro constant: their relationship (c) Industrial uses of electrolysis Equilibria Content Chemical equilibria: reversible reactions; dynamic equilibrium (a) Factors affecting chemical equilibria (b) Equilibrium constants (c) The Haber process Ionic equilibria (a) Bronsted-Lowry theory of acids and bases (b) Acid dissociation constants, Ka and the use of pKa (c) The ionic product of water, Kw (d) pH: choice of pH indicators (e) Buffer solutions (f) Solubility product; the common ion effect Reaction Kinetics Simple rate equations; orders of reaction; rate constants Effect of temperature on rate constants; the concept of activation energy Homogeneous and heterogeneous catalysis 2 Section II - Inorganic Chemistry 9. 10. The Periodic Table: Chemical Periodicity Periodicity of physical properties of the elements: variation with proton number across the third period (sodium to argon) of: (a) atomic radius and ionic radius (b) melting point (c) electrical conductivity (d) ionisation energy Periodicity of chemical properties of the elements in the third period (a) Reaction of the elements with oxygen, chlorine and water (b) Variation in oxidation number of the oxides (sodium to sulphur only) and of the chlorides (sodium to phosphorus only) (c) Reactions of these oxides and chlorides with water (d) Acid/base behaviour of these oxides and the corresponding hydroxides GROUP II 11. Similarities and trends in the properties of the Group II metals magnesium to barium and their compounds Some uses of Group II compounds GROUP VII The similarities and trends in the physical and chemical properties of chlorine, bromine and iodine Characteristic physical properties The relative reactivity of the elements as oxidising agents Some reactions of the halide ions The manufacture of chlorine The reactions of chlorine with aqueous sodium hydroxide The important uses of the halogens and of halogen compounds (see also Section 10.4) 12. An Introduction To The Chemistry Of Transition Elements General physical and characteristic chemical properties of the first set of transition elements, titanium to copper Colour of complexes Section III - Organic Chemistry 13. Introductory Topics Molecular, structural and empirical formulae Functional groups and the naming of organic compounds Characteristic organic reactions Shapes of organic molecules; and bonds Isomerism: structural; cis-trans; optical 3 14. Structural Identification Of Organic Compounds By NMR Spectroscopy 15. 16. 17. 18. NMR spectroscopy Hydrocarbons Alkanes (exemplified by ethane) (a) Free-radical reactions (b) Crude oil and ‘cracking’ Alkenes (exemplified by ethene) (a) Addition and oxidation reactions (b) Industrial importance Arenes (exemplified by benzene and methylbenzene) (a) Influence of delocalised electrons on structure and properties (b) Substitution reactions with electrophiles (c) Oxidation of side-chain Hydrocarbons as fuels Halogen Derivatives Halogenoalkanes and halogenoarenes (a) Nucleophilic substitution (b) Hydrolysis (c) Formation of nitriles, primary amines (c) Elimination Relative strength of the C-Hal bond Hydroxy Compounds Alcohols (exemplified by ethanol) (a) Formation of halogenoalkanes (b) Reaction with sodium; oxidation; dehydration; esterification; acylation (c) The tri-iodomethane test Phenol (a) Its acidity; reaction with sodium (b) Nitration of, and bromination of, the aromatic ring Carbonyl Compounds Aldehydes (exemplified by ethanal) (a) Oxidation to carboxylic acid (b) Reaction with hydrogen cyanide (c) Characteristic tests for aldehydes Ketones (exemplified by propanone and phenylethanone) (a) Reaction with hydrogen cyanide (b) Characteristic tests for ketones 4 19. 20. 21. Carboxylic Acids And Derivatives Carboxylic acids (exemplified by ethanoic acid and benzoic acid) (a) Formation from primary alcohols and nitriles (b) Salt, ester and acyl chloride formation Acyl chlorides (exemplified by ethanoyl chloride) (a) Ease of hydrolysis compared with alkyl and aryl chlorides (b) Reaction with alcohols, phenols and primary amines Esters (exemplified by ethyl ethanoate and phenyl benzoate) (a) Formation from carboxylic acids and from acyl chlorides (b) Hydrolysis (under acidic and under basic conditions) (c) Uses of esters Nitrogen Compounds Primary amines (exemplified by ethylamine and phenylamine) (a) Their formation (b) Salt formation (c) Other reactions of phenylamine Amides (exemplified by ethanamide) (a) Their formation from acyl chlorides (b) Their hydrolysis Amino acids (exemplified by aminoethanoic acid) (a) Their acid and base properties (b) Zwitterion formation Proteins (a) Their structure, based on the peptide linkage (b) The hydrolysis of proteins Polymerisation Addition polymerisation Condensation polymerization 7 Oct 2002 5