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6.269 ORGANIC FAMILIES This activity assesses Unit Element 8946 1 2 3 Characterise the properties and reactions of selected organic families (Level 2) Name and draw the structural formulae of organic compounds. Recognise the characteristic reactions of unsaturated organic compounds. Describe the characteristic properties and reactions of some simple functional groups. INSTRUCTIONS Task 1 Naming Organic Compounds Conditions Formal 1 Name each of the following organic compounds according to the IUPAC system. Write each answer in the space provided. a H c H H H H C C C H Cl H b H H H H H H H C C C C d H H H f H H C C C H H O ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED O H CH3 H e C OH H H H H C C C O H H H H H H H C C C C H OH H H H H H H H H C C C C C C H H H H H H H H PAGE 1/6 ASSESSMENT GUIDE: CHEMISTRY - MAY 1998 6.270 Task 2 Drawing Structures for Organic Compounds Conditions Formal The structural formula for butane can be represented as: Draw structural formula for each of the following organic compounds. H H H H H C C C C H H H H a 2-methylbutane b propan-2-ol c butanoic acid d propyl ethanoate e 2,3-dichloropentane f but-2-yne H 1.1 Task 3 Structural Isomers of Organic Compounds Conditions: Formal Draw 4 structural isomers for the alcohol C4H9OH. ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 2/6 ASSESSMENT GUIDE: CHEMISTRY - APRIL 1998 6.271 ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 1/6 ASSESSMENT GUIDE: CHEMISTRY - MAY 1998 6.272 Which of the following are structural isomers of butane? Write the letters of the molecules of your choice in the box below. a CH3 - CH2 - CH2 - CH3 b CH3 - CH2 - CH3 c CH3 - CH2 - CH2 - CH2 - CH3 d CH3 - CH(CH3) - CH3 Structural isomers are 1.2 Task 4 Identifying Saturated and Unsaturated Organic Compounds Conditions: Practical You have been given 3 liquid samples - X, Y and Z. You are required to describe each of these as saturated or unsaturated using your results obtained from tests with bromine water and potassium permanganate solution. To test each sample, place about 10 drops of the liquid into 2 test tubes. To one test tube add 5 drops of bromine solution and to the other test tube 5 drops of potassium permanganate solution. Shake carefully to mix. Record your observations in the table below. Note You are required to wear safety glasses and the contents of your test tubes are to be put into an organic wastes bottle, not down the sink. bromine solution added potassium permanganate solution added liquid X liquid Y liquid Z Which liquids are saturated unsaturated 2.1 ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 2/6 ASSESSMENT GUIDE: CHEMISTRY - APRIL 1998 6.273 Task 5 Addition Reactions Conditions: Formal Unsaturated hydrocarbons will readily undergo addition reactions. Draw the structural formula for the product of each of the following addition reactions. H a H C=C H HCl + H2O H + Cl2 H + H2 H H b + H C=C H H H H H c C=C C H H H H H d C=C H C H 2.2 Task 6 Polymerisation Reactions Conditions: Formal Addition polymers are formed by the addition of a larger number of alkene monomer molecules. For each of the following draw two of the repeating units of the addition polymer. H a H H b H H c H monomer H C=C H Cl C=C H H C=C CH3 two repeating units of the polymer 2.3 ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 3/6 ASSESSMENT GUIDE: CHEMISTRY - MAY 1998 6.274 Task 7 Identifying Alcohols, Carboxylic Acids and Alcohols Conditions: Practical You have been given 4 liquid samples - P, Q, R and S. Using your results obtained from the tests below you are required to determine whether each liquid is an alcohol, a carboxylic acid or an ester. Record your observations for the tests in the table below. Tests a Place 5 drops of the liquid in a test tube and add 2 drops of universal indicator solution. b Carefully smell the liquid. c Place 1 mL of the liquid in a test tube. Add 1 mL of sulfuric acid solution and 10 drops of potassium dichromate solution. Stand the test tube in a hot water bath for two minutes. Note You are required to wear safety glasses and the contents of your test tubes are to be put into an organic wastes bottle, not down the sink. universal indicator added smell acidified potassium dichromate solution added liquid P liquid Q liquid R liquid S Use these results to identify the functional group - alcohol, carboxylic acid or ester. P Q R S 3.1 ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 4/6 ASSESSMENT GUIDE: CHEMISTRY - APRIL 1998 6.275 Task 8 Reactions Involving Alcohols, Carboxylic Acids and Esters Conditions: Formal 1 Alcohols can be oxidised to form carboxylic acids. Complete the following equations by giving the name or structural formula of the carboxylic acid product. a methanol + oxidising agent b butan-1-ol + oxidising agent c H d H H H C C H H OH H H H C C C H H H + oxidising agent OH + oxidising agent 2 Esters are formed when alcohols react with carboxylic acids in the presence of a suitable catalyst. Complete the following equations by giving the name or structural formula of the ester product. a methanol + ethanoic acid b butan-1-ol + methanoic acid c H d H H H C C H H H H H C C C H H H + H OH H H C C C H H O OH H OH + H C C H O OH 3.2 ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED PAGE 5/6 ASSESSMENT GUIDE: CHEMISTRY - MAY 1998 6.276 Assessment Schedule - Organic Families Unit 8946 Characterise the properties and reactions of selected organic families (Level 2) Task 1 2 3 Evidence Judgement (The answers or performance expected from the students) (A statement that defines the standard to be achieved) Element 1.1 1.1 1.2 a b c d e f a, b, d, e must be correct. 2-chloropropane methyl propanoate 3-methylbut-1-ene butan-2-ol or 2-butanol propanoic acid hexane c or f correct. CH3 - CH(CH3) - CH2 - CH3 CH3 - CH(OH) - CH3 CH3 - CH2 - CH2 - C- OH O d CH3 - CH2 - CH2 - O - C - CH3 O e CH3 - CHCl - CHCl - CH2 - CH3 f CH3 - C C - CH3 b, c, d, e must be correct. a or f correct. CH3 - CH2 - CH2 - CH2OH CH3 - CH(OH) - CH2 - CH3 CH3 - C(OH) - CH3 3 correct isomers of butanol. Either full structures or condensed structures. All H atoms must be shown. a b c CH3 CH2(OH) - CH - CH3 CH3 Structural isomers: a and d 4 2.1 Saturated X and Z Unsaturated Y Orange colour remains. Orange colour goes colourless. Either full structures or condensed structures. All H atoms must be shown. Both correct. Purple colour remains. Observations recorded correctly. X, Y and Z correctly identified Purple colour goes, forms brown precipitate. 5 2.2 a b c d CH3 - CH2Cl CH3 - CH2OH CH2Cl - CHCl - CH3 CH3 - CH2 - CH3 3 correct. Either full structures or condensed structures. All H atoms must be shown. 6 2.3 a b c - CH2 - CH2 - CH2 - CH2 - CH2 - CHCl - CH2 - CHCl - CH2 - CH(CH3) - CH2 - CH(CH3) - 2 correct. ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED ASSESSMENT SCHEDULE 2/2 ASSESSMENT GUIDE: CHEMISTRY - MAY1998 6.277 Task 7 Evidence Judgement (The answers or performance expected from the students) (A statement that defines the standard to be achieved) Element 3.1 indicator smell H+/Cr2O72- P red sharp stays orange Q stays green mild goes green R stays green fruity stays orange S stays green mild goes green P R 8 3.2 carboxylic acid ester Q S Observations recorded correctly. 3 correct classifications. alcohol alcohol 1 a b c methanoic acid (HCOOH) butanoic acid (CH3CH2CH2COOH) CH3 - C - OH (ethanoic acid) O d CH3 - CH2 - C - OH (propanoic acid) O Name or formula may be given. 3 correct. 2 a b c Name or formula may be given. 3 correct. ORGANIC FAMILIES © NZQA - ALL RIGHTS RESERVED methyl ethanoate butyl methanoate CH3 - CH2 - O - C - CH2 - CH3 O d CH3 - CH2 - CH2 - O - C - CH3 O ASSESSMENT SCHEDULE 1/2 ASSESSMENT GUIDE: CHEMISTRY - MAY 1998