Assignment Isomers, Nomenclature, Polymers

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1 Assignment Isomers, Nomenclature, Polymers Anne-Marie Guirguis K /20 T /26 A /20 C /11 Total St. Francis Xavier SCH4U1 April Multiple Choice [Knowledge 20] Select the letter of the best answer below 1. Organic chemistry is centered around what element? a. carbon b. oxygen c. hydrogen d. silicon 2. Arrange the following side groups in decreasing order of priority for IUPAC nomenclature, with the highest priority side group listed first: a. B>A>C c. A>C>B b. B>C>A d. C>A>B 3. Which of the following is an example of a hydrocarbon derivative? a. CO 2 b. O 3 c. BaF 2 d. C 2 H 5 I 4. What is the best name for the following compound? a. 3-methylenehexane b. 2-propylbut-1-ene c. 4-ethylpent-4-ene d. 2-ethylpent-1-ene Dvorsky Assignment St. Francis Xavier 1

2 5. Which one of these molecules can form diastereomers? a. C 2 H 2 F 2 b. C 2 H 4 F 2 c. C 2 H 2 d. C 2 H 4 ClF 6. Which molecule can exist as an enantiomer? 7. Which of the following compounds is aromatic? 8. Which is a general formula for an alkane that is not cyclic? a. C 2n H n b. C 2 nh 2n c. C n H n d. C n H 2n+2 b. 9. Which molecule would you expect to have the lowest boiling point? a. ethane b. ethene c. propane d. pentane 10. What is the polymer produced by the following reaction: Dvorsky Assignment St. Francis Xavier 2

3 11. What is the correct name for the following compound? a. 2-methyl-3-ethylcyclobutane b. 2-ethyl-1-methylcyclobut-1-yne c. 1-methyl-4-ethylcyclobut-1-ene d. 3-ethyl-2-methylcyclobut-1-ene 12. Stereosiomers have the same: a. molecular formula but different connections between the atoms. b. molecular mass but different molecular formulas. c. molecular formula and connectivity between the atoms but differ in the three-dimensional orientation of the atom. d. number of carbon atoms but differ in the number of hydrogen atoms. 13. Into which class of hydrocarbon derivatives does this molecule belong to: a. alcohol b. aldehyde c. ketone d. ether 14. Which molecule could form a constitutional isomer? a. CH 4 b. C 2 H 3 F c. C 2 H 6 O d. C 2 H 5 Cl 15. Which is the correct root name for the following molecule (i.e. the longest chain is?): a. hept- b. hex- c. pent- d. oct- Dvorsky Assignment St. Francis Xavier 3

4 16. What is the number of unique cis-trans isomers possible for the following compound? a. 2 b. 4 c. 6 d Which of the following is a monomer of a natural polymer? a. cellulose b. DNA c. amino acid d. protein 18. Which of the following compounds will have the highest boiling point? 19. Which molecule would you expect to be the most soluble in water? a. ethanol b. ethanal c. ethanamine d. ethanoic acid 20. Which of these compounds is a secondary alcohol? Dvorsky Assignment St. Francis Xavier 4

5 Matching [Application 20] Please answer the following matching questions. 21. Match the following pairs to one of the options below: i. identical ii. different iii. constitutional isomers iv. diastereomers v. enantiomers a. b. c. d. e. Dvorsky Assignment St. Francis Xavier 5

6 i. identical ii. different iii. constitutional isomers iv. diastereomers v. enantiomers f. g. h. i. j. Dvorsky Assignment St. Francis Xavier 6

7 i. identical ii. different iii. constitutional isomers iv. diastereomers v. enantiomers k. l. m. n. o. Dvorsky Assignment St. Francis Xavier 7

8 22. Consider the following structure representing a benzene molecule with a number of different side groups. (A, B, C, D, E and F). Match one of the following with each of the given pairs. i. ortho ii. meta iii. para a. F & C b. A & C c. F & B d. F & A e. E & C Dvorsky Assignment St. Francis Xavier 8

9 Completion [Communication 11] Please use words from the text box to complete each statement. carbonyl more essential alcohol primary addition three zero carbonyl willow tertiary alkoxy carboxyl aldehyde two ketone secondary pine less amide one non-essential formyl oak chirality 24.Ketones are hydrocarbon derivatives that contain a/an group. 25. The two reactants in an esterification reaction are a carboxylic acid and an. 26. Amino acids that cannot be synthesized by humans, but must instead must come from food are called. 27. Aspirin is derived from trees. 28. The molecule NH2-R could be thought of as a amine. 29. An aromatic ring technically has double bonds. 30. Ethers are hydrocarbon derivatives that contain a/an group. 31. Kevlar and nylon are examples of polymers. Dvorsky Assignment St. Francis Xavier 9

10 32. The longer the hydrocarbon tail the soluble a hydrocarbon derivative is in water. 33. Aldehydes are hydrocarbon derivatives that contain a/an group. 34. Enantiomers, our hands, or anything that has handedness like vision in some species of fish, are said to display. Problems/Short Answer [Thinking 26] 35. Name the following molecule: [3] 36. Name the following two molecules: [6] Dvorsky Assignment St. Francis Xavier 10

11 37. Draw 2-ethoxy-3-methylhexane [3] 38. On the molecule below, draw a circle around each of the carbons that are chiral. [4] 39. Oxalic acid is found in the leaves of some plants, such as rhubarb. Its structure is shown below. [3] a. suggest a possible IUPAC name for the molecule. b. What solvents would you expect it to dissolve in, polar or non-polar? Dvorsky Assignment St. Francis Xavier 11

12 40. Identify the following polymer as addition or condensation: [1] 41. Name the following molecule: [3] 42. List three possible destinations for a plastic bottle after it has been used: [3] i. ii. iii. 43. What is this? Dvorsky Assignment St. Francis Xavier 12

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