ORGANIC CHEMISTRY – REVISION QUESTIONS G. Question 1 al Nov 2001 H H H C C H H O H Consider the following organic compounds when answering the questions below: A. C2H2 D. C2H5OH B. C2H4 E. HCO2CH2CH3 C. C2H6 F. HCO2H 2.1 Give the IUPAC systematic name of E. 1.1 2.2 Choose from the list a substance that is used in the laboratory preparation of E. (2) 2.3 Give the NAME of the catalyst that is needed for the reaction referred to in 2.2. (2) 2.4 Choose from the list a substance that is formed during the catalytic oxidation of G. (2) 2.5 Write down the structural formula of three isomers of substance A. (6) 2.6 Under each of the isomers in 2.5, write down its IUPAC (systematic) name. Which compound has two structural isomers? (Write down only the letter) (2) Write down the balanced equation for the reaction of compound C with excess oxygen. (3) Which compound is the product of the fermentation of grapes? (Letter only) (2) Which compound is used in welding? (Letter only) (2) Explain how you can experimentally distinguish between compounds B and C, (4) Write down the structural formula of the organic product of the reaction between compounds D and F. (3) Write down the systematic (IUPAC) name of the product in question 1.6 (2) Write down the NAME of the catalyst that is generally used in the reaction between compounds D and F (2) [20] 1.2 1.3 1.4 1.5 1.6 1.7 1.8 Question 2 2.7 National Nov 2002 Question 3 C4H8 bromine B. D. O E. H C O H H C C H H ethane ethanoic acid F. H H 3.1 H C O H 1 National Nov 2003 Consider the following formulae of organic compounds: A. B. C. D. H (3) By making use of structural formulae, write down an equation of an addition reaction that occurs between two of the substances from the list. (4) [21] Consider the following chemical substances A to G A. C. (2) C2H4 C2H6 C2H2 HCCl3 3.1.1 3.1.2 3.1.3 3.1.4 3.2 3.2.1 3.2.2 3.2.3 3.2.4 3.2.5 Write down the equation, using structural formulae, for the reaction of compound A with bromine. (4) Compound B does not react with bromine as easily as compound A. Explain why this is so. (2) To which group (class) of compounds does compound D belong? (2) Write down the IUPAC name for compound D. (2) A. B. C. D. E. 4.2.1 4.2.2 4.2.3 4.2.4 Ethanol is oxidized by potassium dichromate to form compound X. Compound X then reacts with ethanol, in the presence of a suitable catalyst, to produce an organic compound Y. By what process is ethanol produced from starch? (2) Write down the structural formula for compound X. (2) Write down the NAME of the functional group present in compound X. (2) Write down the IUPAC name for compound Y. (2) Write down the FORMULA of the catalyst used in the reaction between compound X and ethanol. (2) [20] Question 4 HCOOH CH3COOH HCOOCH2CH3 CH3CH2COOH CH3CH2CH2OH Write down the structural formula for an isomer of E. Write down the IUPAC (systematic) name of B. Write down the functional group of C. Write down the formula of the organic acid used in the preparation of C. Question 5 5.1 (2) [18] National Nov 2004 For the following compound write: H H H National March 2004 (2) (2) (2) C C H CH3 C H 4.1 A certain hydrocarbon contains two hydrogen atoms for every carbon atom. The relative formula mass of the compound is 42. 5.1.1 5.1.2 its IUPAC name. the structural formulae of two of its isomers 4.1.1 Write down the molecular formula for this compound. 5.2 The gas in an oxy-acetylene blowtorch burns in an excess of oxygen. Write a balanced equation for the reaction taking place. (3) (2) This hydrocarbon is bubbled through a solution of bromine in an organic solvent. 4.1.2 4.1.3 4.1.4 What is observed in this experiment. (2) What type of reaction took place. (2) Use structural formulae to write down an equation that explains the observation in question 4.1.2. (4) 4.2 Consider the following organic compounds: 2 (2) (4) 5.3 Consider the following flow-diagram of a chemical process that leads to the formation of an ester: A oxida tion Ethanoic acid 6.3 Consider the following unsaturated hydrocarbon: methanol H H H H H C C C C H H H 6.3.1 Give the IUPAC name for this compound. (2) 6.3.2 Give the balanced equation for the combustion of this compound in excess oxygen. (4) [16] Ester + Question 7 B IEB Nov 2004 The table below gives boiling points of ten organic compounds. 5.3.1 5.3.2 5.3.3 Ethanoic acid is obtained through the oxidation of compound A. Write the NAME of compound A (2) Write the NAME of compound B. (2) Give the IUPAC name and structural formula of the ester formed. (4) [17] Question 6 IEB Nov 2003 6.1 What is a homologous series? 6.2 A mixture of Ethanoic acid and methanol is warmed in the presence of concentrated sulphuric acid. Using structural formulae give an equation for the reaction which takes place. (6) What is the IUPAC name of the organic compound formed in this reaction? (2) 6.2.1 6.2.2 (2) COMPOUND FORMULA BOILING POINT ºC 1 methane CH4 -164 2 ethane C2H6 -88 3 propane C3H8 -42 4 butane C4H10 0 5 pentane C5H12 36 6 methanol CH3OH 65 7 ethanol C2H5OH 78 8 propan-1-ol C3H7OH 98 9 propan-1,2-diol propan-1,2,3 triol CH3CHOHCH2OH 189 CH2OHCHOHCH2OH 290 10 The following questions refer to the compounds shown in the above table. 3 7.1 To which homologous series do the following compounds belong? 7.1.1 Compounds 1,2 and 3 (2) 7.1.2 Compounds 6, 7 and 8 (2) 7.2 Which of the above compounds are gases at room temperature? (2) 7.3 What causes the trend of increasing boiling points of compounds 1 to 5? (5) 7.4 Despite the fact that the length of the carbon chain in compounds 8, 9 and 10 is the same, the boiling point of propan-1,2,3-triol is much higher than the boiling point of propan-1-ol. What is responsible for this large difference in boiling point? (2) 7.5 Give the IUPAC name and the structural formula of an isomer of butane. (3) 7.6 Which one of the above substances is used as a reactant in the preparation of the ester ethylmethanoate? (2) 7.7 Using structural formulae, write an equation for the reaction which produces ethylmethanoate. (4) [17] 4