Grade 12 Common Test – Organic Chemistry August 2013 Examiner: DL Time 45 min Marks 40 Question One: Give one word or term for the following descriptions: 1.1 Elimination of H2O from an alcohol dehydrolyisis 1.2 Reaction between an alcohol and a carboxylic acid (1) Esterification (1) 1.3 Alkanes in which a hydrogen atom has been substituted by a halogen atom haloalkanes(1) Question Two: Multiple choice questions write down the letter corresponding to the correct answer on your answer script. O 2.1 When the group A B C D 2.2 is present in a compound, the compound may be propanal. 1-propanol. propanone. methyl ethanoate. (3) Which ONE of the following represents the products of the complete combustion of an alkane? A B C D 2.3 C O CO2 and CO CO2 and H2O CO and Heat CO2 and H2O and Heat (3) Which ONE of the following compounds has the highest melting point? A B C D CH3CH3 CH3CH2CH3 CH3CH2CH2CH3 CH3CH2CH2CH2CH3 (3) Question Three: Answer the following Questions in full on your Answer script. 3.1 Write down the structural formulae and IUPAC names for the product(s) formed when the following compounds react with each other: CH2 CH2 CH3 CH2 CH (3) chlorohexane H3C 3.1.1 hexene and HCl Cl 3.1.2 CH3 CH2 C CH CH3 and HBr 3-bromo-3-methylpentane CH3 3.2 (3) CH3 CH2 C The following equations represent chemical reactions: H3C Reaction 1: A + Br2 CH2 Br CH3 CH3-CHBr-CH2Br H2SO4 Reaction 2: CH3-CH2-CH2OH A + H2O 3.2.1 Name the type of reaction in reaction 2. elimination (1) 3.2.2 Write down the structural formula for the organic compound A. (2) CH H3C CH2 3.2.3 To what homologous series of compounds does compound A belong? Alkenes (1) Question Four: 4.1 Jan wants to investigate how molecular mass influences the boiling points of the first eight straight chain alcohols. 4.1.1 Write down the structural formulae and IUPAC names of the structural isomers of the alcohol containing three carbon atoms. OH H3C CH2 CH CH2 OH propan-1- ol H3C CH3 propan-2- ol (6) 4.1.2 Jan uses heptan-1-ol as one of the compounds in the investigation. Which ONE of the isomers named in QUESTION 4.1.1 should he use as a comparison for this to be a fair test? propan- 1 - ol (1) 4.1.3 Explain the need for this choice in QUESTION 4.1.2. (2) He should use this isomer as it is also a primary alcohol and so the intermolecular forces would not be changed by it being a secondary or tertiary alcohol but only by the increase in the number of C atoms in the chain. Question 5: The letters A to F in the table below represent six organic compounds. A B C Buta-1,3-diene 1-chlorobutan-2-one Propan-1-ol D E F CH3 H H H H O CH3 – C- OH H–C–C–C–C–H H H H H 5.1 Write down the LETTER that represents: 5.1.1 An alkane E 5.1.2 A primary alcohol C 5.2 (1) (1) Write down the IUPAC name of: 5.2.1 F Ethanoic acid (2) 5.2.2 D methylcyclohexane (2) 5.3 Write down the structural formula of: CH 5.3.1 A H2C CH2 (2) CH CH3 CH 5.3.2 a structural isomer of E H3C CH3 (2) Conc H2SO4 5.4 CH3-OH + CH3COOH CH3 – O – CO–CH3 + H2O (4) [40]