Experiment O01 Chemical properties of alkenes Chemicals: Cyclohexene (with teat pipette), (~5 cm3) Bromine dissolved in 1,1,1-trichloroethane (with teat pipette), (10 drops) Bromine water (with teat pipette), (5 drops) Dilute sulphuric acid, 1M H2SO4 (1 cm3) 0.01 M KMnO4, (5-6 drops) Concentrated sulphuric acid, (1 cm3) Apparatus: Hard glass watch glass, Bunsen burner, Long wood splints, 1 dry test-tube covered in aluminium foil, 5 dry test-tubes with corks to fit, Test-tube rack, Bench protection sheet, Lamp with 100 watt bulb, Safety spectacles, Protective gloves. Aim: The purpose of this experiment is to test the reactivity of the alkenes by carrying out some test-tube reactions on cyclohexene. Introduction: You will be using cyclohexene because it is one of the cheapest liquid alkenes. It has virtually the same reactions as hexene and is similar to other alkenes. Hazard warning: Bromine is dangerously toxic and corrosive, especially in its liquid state. Solutions, such as those used in this experiment, must also be treated with care. Therefore you MUST: Do the experiment in a fume cupboard. Keep the top on the bottle as much as possible. Wear gloves and safety spectacles. Cyclohexene is very flammable. Therefore you MUST: Keep the top on the bottle as much as possible. Keep the bottle away from flames. Wear safety spectacles. P.1 Experiment O01 Chemical properties of alkenes Procedure: A. Combustion 1. Place your watch glass on a bench protection sheet in the fume cupboard. Put on safety spectacles and make sure the extractor in the fume cupboard is witched on. 2. Using a teat pipette, place 3-4 drops of cyclohexene on the watch glass. 3. Stopper and remove the bottle of cyclohexene to a safe place away from the watch glass and any Bunsen flames. 4. Pull down the front of the fume cupboard leaving a 30 cm opening. 5. Light a long splint and use this to light the cyclohexene. Lower the front of the fume cupboard to a 10 cm opening. 6. Write down, in Results Table : (a) the colour of the flame, (b) whether you can see any soot produced. B. Reaction of bromine(dissolved in 1,1,1-trichloroethane) 1. Place the test-tube covered with aluminium foil in a rack in the fume cupboard. Put an uncovered tube alongside. Put on safety spectacles and gloves. 2. Using a teat pipette, place approximately 2 cm3 of cyclohexene in each test-tube. 3. Stopper the cyclohexene and remove it to a safe place away from flames. 4. Pull down the front of the fume cupboard leaving a 30 cm opening. 5. Using a teat pipette, place in each tube five drops of a solution of bromine in 1,1,1-trichloroethane. 6. Stopper the bromine bottle. 7. Shine the lamp on both test-tubes for about 3 minutes. 8. Note the test and write down the result in your Results Table. 9. Note the appearance of the contents of the clear test-tube. 10. Pour the contents of the test-tube covered with aluminium foil into a clean test-tube. Note its appearance. P.2 Experiment O01 Chemical properties of alkenes C. Reaction of bromine water 1. Place a clean test-tube in a rack in the fume cupboard. Put on safety spectacles and gloves. 2. Using a teat pipette, place approximately 1 cm3 of cyclohexene in the test-tube. 3. Stopper the bottle of cyclohexene and remove it to a safe place away from the flame. 4. Pull down the front of the fume cupboard leaving a 30 cm opening. 5. Using a teat pipette, place 5 drops of bromine water in the test-tube. 6. Stopper the bottle of bromine water. 7. Cork and shake the test-tube. 8. Note the appearance of the reaction mixture. 9. Write down the result in your Results Table. D. Reaction of acidified potassium permanganate 1. Place a test-tube in a rack in the fume cupboard. 2. Using a teat pipette, place 3-4 drops of cyclohexene in the test-tube. 3. Stopper and remove the bottle of cyclohexene to a safe place, away from flames. 4. Pour into the test-tube approximately 1 cm3 of dilute sulphuric acid. Shake the mixture. 5. Pour into the test-tube 5-6 drops of potassium permanganate solution and shake the mixture. 6. Note the appearance of the reaction mixture. E. Reaction of concentrated sulphuric acid 1. Place a test-tube in a rack in the fume cupboard. 2. Pour into the test-tube approximately 1 cm3 of concentrated sulphuric acid. 3. Pour into the test-tube approximately 1 cm3 of cyclohexene. 4. Stopper and remove the bottle of cyclohexene to a safe place, away from flames. 5. Note whether the substances mix or form two separate layers. P.3 Experiment O01 Chemical properties of alkenes Name: Seat No.: Date: Grade: Results Table (Reaction of cyclohexenes) Reaction A Observations Combustion 1. Appearance of flame: 2. Sootiness: B Action of bromine 1. (in1,1,1-trichloroethane) 1. In dark: 2. 2. In light: C D E Action of bromine water: Action of acidified potassium permanganate: Action of conc. H2SO4: Questions 1. Would you expect ethene to be more or less reactive than ethane? Why? 2. Why do you think alkenes produce a sootier flame than alkanes? 3. Which test(s) could be used to distinguish between alkanes and alkenes? P.4