Name: ____________________ Date: ____________________ SCH4U- Organic Chemistry Unit Test (Answer Key) Part A: Multiple Choice (K/U- 1 mark each) Choose the letter that best completes the statement or answers the question. 1. An amine is characterized by what functional group? a. -CO2CH3 c. -CHO d. -OH b. -NH2 2. The compound above is classified as a(n) a. alkane b. carboxylic acid c. aldehyde d. alkene 3. The correct name for compound above is which of the following? a. chloropropylbenzene c. 1-chloro-3-phenyl-3-propene b. 3-phenyl-1-choloropropyne d. 3-chloro-1-phenyl-1-propene 4. a. b. c. d. e. The reaction of CH3CH=CH-CH=CH2 with excess bromine gives chiefly 1,2-dibromo-3-pentene 3,4-dibromo-1-pentene 1,4-dibromo-2-pentene a mixture of the above three compounds none of the above three compounds Name: ____________________ Date: ____________________ 5. Which of the following is the correct name for the structure below? a. trans-4-nonyne b. cis-5-nonene c. trans-4-nonene d. cis-4-nonene 6. The correct synthesis of n-octane would involve which of the following reactions? a. dehydrogenation of 2-octene c. hydrogenation of 3-octene b. halogenation of 4-octene d. reduction of isooctane 7. Which of the following compounds is a secondary alcohol? a. 1-pentanol c. 2-pentanone d. 2-methyl-2-butanol b. 2-pentanol 8. Which one of the molecules below has a chiral (optical) isomer? a. c. b. d. 9. a. b. c. The primary structure of a protein involves which of the following? Van der Waals forces d. peptide bonds hydrogen bonds e. disulfide bonds hydrophilic forces Name: ____________________ Date: ____________________ 10. Which of the following carbohydrates are isomers? a. galactose and glycogen d. cellulose and starch b. galactose and fructose e. glycogen and lactose c. fructose and glucose Part B: Fill in the missing reagent, reactant or product. (K/U- 2 marks each, Q4- 3 marks) Name the type of reaction in each case. (C- 1 mark each) 1. 2. 3. 4. Name: ____________________ Date: ____________________ Part C: Short Answer 1. In household fires, it is often the smoke produced that creates a danger as great as the flames. Many plastic materials in the house contain polyvinylchloride (PVC); the formula for this compound is (C2H3Cl)n. Write an equation for the combustion of PVC in oxygen. Suggest a reason why its incineration poses a serious risk during a fire. (T/I- 1 mark, A-2 marks, C- 1 mark) - (C2H3Cl)n + 5/2 n O2 2nCO2 + nH2O + nHCl - HCl produced, is a strong acid 2. The structure given below is PenicillinG, an antibiotic. Circle the functional groups in the molecule and list their corresponding names. (A- 4 marks) - aromatic ring - two amide groups - carboxylic acid group - (thioether group, -S-) Name: ____________________ Date: ____________________ 3. During a school laboratory test, you are given 2-pentyne and asked to prepare 2-pentanone and 3-pentanone from it. Develop a synthesis pathway to accomplish this task. (T/I- 5 marks) 4. Formaldehyde (methanal: H2C=O) can be polymerized to produce Delrin (polyoxymethylene), a strong and easily molded plastic. Write a chemical reaction that shows the formation of this polymer. (A- 2 marks) Name: ____________________ Date: ____________________ 5. Propanoic acid and undecane have similar melting points (both around - 25°C) but have little in common in terms of structure and intermolecular forces. Why are their melting points so similar? Do you think 5-ethylnonane will have a higher or lower melting point? Why? (T/I- 4 marks, C- 1 mark) Propanoic acid will have one strong hydrogen bond per molecule and relatively few Van der Waals forces (only 3 carbons). Undecane does not have any strong intermolecular forces, but will have relatively large amounts of Van der Waals forces (11 carbons). The sheer amount of VdW forces gives undecane its high(ish) boiling point. If you were to break off two carbons from the end of undecane and stick them in the middle of the molecule (to make 5-ethylnonane) you make it harder for two molecules to approach one another and decrease the strength of the intermolecular forces present, lowering the melting point.