Chemistry 11 HL Unit 6 / IB Topics 10 and 20 Organic Chemistry Review Past Paper 1 Questions 1. What product results from the reaction of CH2==CH2 with Br2? A. CHBrCHBr B. CH2CHBr C. CH3CH2Br D. CH2BrCH2Br 2. What is the correct name of this compound? A. C. 1,3-dimethylbutane 2-methylbutane B. D. 2,4-dimethylbutane 2-methylpentane 3. Which statement about the reactions of halogenoalkanes with aqueous sodium hydroxide is correct? A. Primary halogenoalkanes react mainly by an SN1 mechanism. B. Chloroalkanes react faster than iodoalkanes. C. Tertiary halogenoalkanes react faster than primary halogenoalkanes. D. The rate of an SN1 reaction depends on the concentration of aqueous sodium hydroxide. 4. What is the product of the following reaction? CH3CH2CH2CN + H2 A. C. 5. CH3CH2CH2CH3 CH3CH2CH2CH2NH2 I and II only II and III only B. D. I and III only I, II and III What is the correct IUPAC name for the following compound? A. C. 7. B. D. Which are characteristics typical of a free radical? I. It has a lone pair of electrons. II. It can be formed by the homolytic fission of a covalent bond. III. It is uncharged. A. C. 6. CH3CH2CH2NH2 CH3CH2CH2CH2CH3 4-methylbutanenitrile 2-methylbutanenitrile B. D. 4-methylpentanenitrile 2-methylpentanenitrile What is the IUPAC name for CH3CH2CH(CH3)2? A. C. 1,1-dimethylpropane isopentane B. D. 2-methylbutane ethyldimethylmethane p. 1 Chemistry 11 HL Unit 6 / IB Topics 10 and 20 8. Propane, C3H8, undergoes incomplete combustion in a limited amount of air. Which products are most likely to be formed during this reaction? A. Carbon monoxide and water B. Carbon monoxide and hydrogen C. Carbon dioxide and hydrogen D. Carbon dioxide and water 9. Which substance is not readily oxidized by acidified potassium dichromate(VI) solution? A. propan-1-ol B. propan-2-ol C. propanal D. propanone 10. Which type of compound can be made in one step from a secondary alcohol? A. an aldehyde B. an alkane C. a carboxylic acid D. a ketone 11. Which statement is correct about the reaction between methane and chlorine? – A. It involves heterolytic fission and Cl ions. B. It involves heterolytic fission and Cl· radicals. – C. It involves homolytic fission and Cl ions. D. It involves homolytic fission and Cl· radicals. 12. Which compound can exist as optical isomers? A. H2NCH2COOH B. CH2ClCH2Cl C. CH3CHBrI D. HCOOCH3 13. Which products can be potentially obtained from crude oil and are economically important? I. Plastics II. Margarine III. Motor fuel A. I and II only B. I and III only C. II and III only D. I, II and III 14. What is the organic product of the reaction between ethanol and ethanoic acid? A. CH3CHO B. CH3COOCH3 C. CH3CH2COOCH3 D. CH3COOCH2CH3 15. Which compound is a member of the same homologous series as 1-chloropropane? A. 1-chloropropene B. 1-chlorobutane C. 1-bromopropane D. 1,1-dichloropropane 16. Which compound forms when hydrogen bromide is added to but-2-ene? A. 2-bromobutane B. 2,3-dibromobutane C. 1-bromobutane D. 1,2-dibromobutane 17. Which reaction(s) involve(s) the formation of a positive ion? – I. CH3CH2CH2Br + OH – II. (CH3)3CBr + OH A. I only B. II only C. Both I and II D. Neither I nor II p. 2 Chemistry 11 HL 18. 19. Which compound is a tertiary halogenoalkane? A. (CH3CH2)2CHBr B. C. (CH3)2CHCH2CH2Br D. Unit 6 / IB Topics 10 and 20 CH3(CH2)3CH2Br CH3CH2C(CH3)2Br The following is a three-dimensional representation of an organic molecule. Which statement is correct? A. The correct IUPAC name of the molecule is 2-methylpentane. B. All the bond angles will be approximately 90°. C. One isomer of this molecule is pentane. D. The boiling point of this compound would be higher than that of pentane. 20. Which compound reacts most rapidly by a SN1 mechanism? A. (CH3)3CCl B. CH3CH2CH2CH2Br C. (CH3)3CBr D. CH3CH2CH2CH2Cl 21. Consider the following compounds. I. CH3CH2CH(OH)CH3 II. CH3CH(CH3)CH2OH III. (CH3)3COH The compounds are treated separately with acidified potassium dichromate(VI) solution. Which will produce a colour change from orange to green? A. I and II only B. I and III only C. II and III only D. I, II and III 22. Nylon is a condensation polymer made up of hexanedioic acid and 1,6-diaminohexane. Which type of linkage is present in nylon? A. Amide B. Ester C. Amine D. Carboxyl 23. Which compound has the lowest boiling point? A. CH3CH2CH(CH3)CH3 B. C. CH3CH2CH2CH2CH3 D. 24. (CH3)4C CH3CH2OCH2CH3 What type of reaction does the equation below represent? CH2=CH2 + Br2 → BrCH2CH2Br A. substitution B. condensation C. reduction D. addition p. 3 Chemistry 11 HL 25. Unit 6 / IB Topics 10 and 20 Which pair of compounds can be used to prepare CH3COOCH3? A. Ethanol and methanoic acid B. Methanol and ethanoic acid C. Ethanol and ethanoic acid D. Methanol and methanoic acid ANSWERS: 1. 5. 9. 13. 17. 21. 25. D C D B B A B 2. 6. 10. 14. 18. 22. D B D D D A 3. 7. 11. 15. 19. 23. C B D B C B 4. 8. 12. 16. 20. 24. D A C A C D p. 4
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