SCH4U - Chem 12 Take-Home Test – Organic Reactions Name: _______________________________ Date: ______________________________ SCH4U – GRADE 12 CHEMISTRY, UNIVERSITY PREPARATION ORGANIC REACTION TAKE HOME TEST Total Marks: 54 Section 1 – Multiple Choice – Select the best answer for each of the following questions (12 marks, 1 mark each) ____ 1. In a chemistry lab test, you are asked to react a solution of bromine with each of the following unknown liquids. Which one decolourizes the bromine solution (bromine is brownish-orange in colour)? a. 2,3-dimethylbutane c. cyclohexene b. ethanoic acid d. n-methylmethanamide ____ 2. The correct synthesis of 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 ____ 3. When CH4 is reacted with excess Cl2(g) in the presence of light, the reaction mixture contains which of the following? a. CH3Cl c. CH3Cl, CH2Cl2, CHCl3 b. CH2Cl2 d. CHCl3 ____ 4. Ethanoic acid (vinegar) when diluted to low concentrations by water can be prepared from ethene by a. reduction with H2, followed by reaction with a strong oxidizer b. addition of HCl, followed by reaction with H2O c. addition of H2O followed by reaction with a strong oxidizer d. addition of Br2, followed by reduction with H2 ____ 5. The reaction of CH3CH=CH-CH=CH2 with excess bromine gives chiefly a. 1,2-dibromo-3-pentene b. 3,4-dibromo-1-pentene c. 1,4-dibromo-2-pentene d. a mixture of the above three compounds e. none of the above three compounds ____ 6. Which type of reaction will an alkene not undergo? a. addition c. dehydration b. oxidation d. hydration ____ 7. The primary product of the following reaction is which of the following? a. c. b. d. Page 1 of 3 SCH4U - Chem 12 Take-Home Test – Organic Reactions Name: _______________________________ Date: ______________________________ ____ 8. Which group of these compounds tends to be the most reactive? a. alkanes c. alkynes b. alkenes d. aromatics ____ 9. When excess hydrogen bromide is added to pentyne, the possible product is which of the following? a. 1,1-dibromopentane c. 1,1,2,2-tetrabromopentane b. 1,2-dibromopentane d. 2,2-dibromopentane ____ 10. Which of the following is an oxidation product of the above compound? a. c. b. d. ____ 11. To which category does the following reaction belong? a. elimination b. substitution c. reduction d. oxidation e. addition ____ 12. The product formed by the reaction of CH3CO2H with is properly named a. N-ethyl-N-methylethanamide b. N,N-diethylaminomethane c. N,N-diethylmethanamide d. N-ethyl-N-methylmethamide Page 2 of 3 SCH4U - Chem 12 Take-Home Test – Organic Reactions Name: _______________________________ Date: ______________________________ Section 2 – Short Answer – Answer each question in full sentences where appropriate, use diagrams to help your answers if necessary. 13. Identify each type of reaction listed below: (6 marks, 1 mark each) a. Haloalkane + hydroxide ion __________________ b. Alkyne + hydrogen (Pt or Pd catalyst) _______________________________________ c. Water + ester d. Alkane + oxygen e. Secondary Alcohol + [O] _________________________ f. Carboxylic acid + amine __________________________________ 14. State the name of the product(s) formed in each of the following reactions. (8 marks, 2 marks each) a. Ethanoic acid and butan-1-amine b. Butanoic acid and cyclopentanoic acid c. Propane and hydrogen bromide d.3-methylohexa-2-one + [H] 15. Propane can be used as starting material for either propanal or propanone. Explain how this is possible. (4 marks) 16. Starting with ethanol and non-1-en-5-amine, propose a synthesis for the compound below. Be sure explain thoroughly and let me know the types of reactions involved. (6 marks) 17. A forensic scientist is called to the scene of a crime. It is suspected that a homicide victim has been poisoned by an organic compound. The forensic scientist suspects an aldehyde or ketone by the fragrant odour. Use a flow chart whereby the scientist can verify if it is either a ketone or an aldehyde? (4 marks) 18. During a school laboratory test, you are given 2-pentyne and asked to prepare 2-pentanone and 3pentanone from it. Develop a synthesis pathway to accomplish this task. (4 marks) Essay Question (10 marks) 19. Polymers are often thought to be manufactured in immense chemical plants. Although many are, there is a large group of polymers which are natural (biopolymers). Describe several natural polymers and how they are utilized in our society or in our bodies. Page 3 of 3