Unit 12 Study Guide 1. True or false? When carbon has four atoms bound to it, these atoms will have a square planar arrangement about the carbon. A) True B) False 10. What is the correct formula for the simplest unsaturated alkene that contains seven carbon atoms? A) C7H10 B) C7H12 C) C7H14 D) C7H16 E) C7H18 2. True or false? Carbon can form single and double bonds with other atoms, but not triple bonds. A) True B) False 11. True or false? Benzene has the formula C6H6 and a planar (flat) structure in which all the bond angles are 109.5o. A) True B) False 3. True or false? Those compounds whose carboncarbon bonds are all single bonds are said to be unsaturated. A) True B) False 4. 12. Name the following molecule. 13. Name the following molecule. 14. Name the following molecule. CH3 True or false? Butane is an example of an alkane. A) True B) False 5. True or false? A straight-chain saturated hydrocarbon cannot contain more than 10 carbon atoms. A) True B) False 6. True or false? In an unsaturated hydrocarbon, the carbon-carbon bond angles are always 120o. A) True B) False 7. What is the correct formula for the saturated alkane that contains nine carbon atoms? A) C9H18 B) C9H20 C) C9H16 D) C9H9 E) C9H7 CH3 C CH3 CH CH3 CH2 CH CH3 CH2 8. What is the correct formula for the saturated alkane that contains four carbon atoms? A) C4H4 B) C4H6 C) C4H8 D) C4H12 E) C4H10 CH3 CH2 CH2 C CH2 CH3 C CH3 CH2 CH3 CH3 A) B) C) D) E) 9. What is the correct formula for the unsaturated alkene that contains four carbon atoms? A) C4H8 B) C4H6 C) C4H4 D) C4H10 E) C4H12 Page 1 2,2,3,5-tetramethyl-7-propyl-7-t-butyldecane 6-propyl-2,6-di-t-butylnonane 2,2,5,7,8,8-hexamethyl-3,3-dipropylnonane isonanane none of these 15. Name the following molecule. A) B) C) D) E) 19. n-hexane isohexane 1,2,3-trimethylpropane methyl-diethylmethane 3-methylpentane is the carbon skeleton (minus any hydrogen atoms) of I. C12H26 II. a substituted octane III. a compound with 3 tertiary carbons IV. a compound with 3 secondary carbons V. a compound with 2 isopropyl groups A) I, II, III B) II, III, IV C) III, IV, V D) II, IV, V E) I, II, III, IV 16. Name the following molecule. CH3 – (CH2)7 – CH3 A) heptane B) hexane C) octane D) nonane E) decane 20. 17. A student gave a molecule the following name: 2-ethyl-3-methyl-5-isopropylhexane However, her TA pointed out that although the molecule could be drawn correctly from this name, the name violates the systematic rules. What is the correct (systematic) name of the molecule? A) 3,4-dimethyl-6-isopropylheptane B) 2-isopropyl-4,5-dimethylheptane C) 3,4,6,7-tetramethyloctane D) 1,2-diethyl-3,6,7-trimethylheptane E) 2,3,5,6-tetramethyloctane is the carbon skeleton (minus any hydrogen atoms) of A) 2,4-diethyl-3,6-dimethylheptane B) 2,5-dimethyl-4,6-diethylheptane C) 1,4-diethyl-3,6-dimethyl-tridecane D) 5-ethyl-3,6-trimethyloctane E) 4-ethyl-2,5,6-trimethyloctane 18. In lecture, the professor named a molecule 2-ethyl4-tertiary-butylpentane. An alert student pointed out that although the correct structure could be drawn from this name, the name did not follow systematic rules. What is the correct systematic name for the molecule? A) 2-t-butyl-5-methylhexane B) 2-ethyl-4,5,5-trimethylhexane C) 3,5,6,6-tetramethylheptane D) 2,2,3,5-tetramethylheptane E) undecane 21. Name the following molecule. 22. Draw the structural formula for 2,2dimethylpropane. 23. Draw the structural formula for 3-ethyl-4methylheptane. 24. True or false? Amines are characterized by the presence of the -OH group. A) True B) False 25. True or false? Carboxylic acids are characterized by the presence of the -COOH group. A) True B) False Page 2 26. True or false? Aldehydes are characterized by the presence of the -COH group (where carbon is double bonded to the oxygen atom and single bonded to the hydrogen). A) True B) False 36. 37. Draw the structural formula for 2-phenylpropane. Name the following: 27. Give the name of the molecule CH3CH=CHCH2CH3. 28. Give the name of the molecule. A) B) C) D) 38. 29. The general name given to hydrocarbons with triple bonds is A) alkenes B) alkynes C) alkanes D) unsaturated hydrocarbons E) aromatic hydrocarbons 30. 31. Name the molecule CH3CCCH2CH3. 33. Draw the structural formula for 3-methyl-2-hexene. 34. Draw the structural formula for 4-ethyl-2-octyne. 35. Cl 40. Which of the following has the least number of C – O bonds? A) ketone B) alcohol C) ether D) ester E) Two of the above are equal. 1-hexyne 2-ethynyl butane 2-ethyl-3-butyne 3-methyl-1-pentyne 3-methyl-4-pentyne 32. acid aldehyde amine ketone carbonyl 39. Which of the following has the greatest number of C – O bonds? A) ketone B) ester C) alcohol D) amine E) aldehyde Name the following molecule. A) B) C) D) E) Classify the following molecule. A) B) C) D) E) CH3CCCH2CH2Cl is named A) 1-chloro-3-pentyne B) 5-chloro-2-pentene C) 1-acetylenyl-3-chloropropane D) 5-chloro-2-pentyne E) 1-chloro-3-pentene 1,1,1-trichloro-5-bromo-3-pentene 5,5,5-trichloro-1-bromo-2-pentene 1,1,1-trichloro-5-bromo-2-pentene 1,1,1-trichloro-5-bromo-3-pentyne 41. 42. True or false? Esters have sweet, fruity odors. A) True B) False Give the name for the following molecule. 43. Write the structural formula for 3-isopropyl-3heptanol. Name the molecule below. 44. True or false? Acetic acid is the common name for ethanoic acid. A) True B) False Cl Page 3 45. True or false? Formic acid is the common name for pentanoic acid. A) True B) False 53. 46. Which of the following is found in beverages such as wine? A) methanol B) ethanol C) propanol D) isopropanol E) none of these 47. 55. Identify the type of organic compound shown. A) B) C) D) E) 48. 54. Name the following compound. The name methanal is the systematic name for A) acetone B) formaldehyde C) rubbing alcohol D) acetaldehyde E) water Name the following. aldehyde ester amine ketone none of these A) B) C) D) E) Identify the type of organic compound shown. 2-chloro-3-ethyl-1-isopropylbutanone isopropyl-chloromethylbutyl ketone 2-butylchloroisobutanoyl methane 4-chloro-2,5-dimethyl-3-heptanone 3-methyl-4-chloro-1-isopropylpentanone 56. Name the following compound. CH3COOH A) B) C) D) E) 49. 50. aldehyde ester amine ketone none of these 57. Name the following compound. Name the following compound. 58. acid. Draw the structural formula for 3-ethylhexanoic 59. Nylon is an example of a A) copolymer B) homopolymer C) dimer D) two of these E) none of these 60. Teflon is an example of a A) copolymer B) homopolymer C) dimer D) two of these E) none of these Name the following compound. O H3CHCH2CH 51. Draw the structural formula for pentanal. 52. Draw the structural formula for 3,4-dichlorooctanal. Page 4 Answer Key 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. 16. 17. 18. 19. 20. 21. 22. B B B A B B B E A C B 2-methylbutane 2,4-dimethylpentane A E D E D A E 2,4-dimethylhexane 25. 26. 27. 28. 29. 30. 31. 32. 33. 34. 35. 1,3dichlorobenzene or mdichlorobenzene 36. CH3CHCH3 37. 38. 39. 40. 41. 42. 23. A A 2-pentene 2-methyl-2-butene B D D 2-pentyne B B B B A 2-butanol 43. 44. 45. 46. 47. 48. 49. 50. 51. 52. 53. propanone (acetone) 54. B 55. D 56. ethanoic acid (acetic acid) 57. 4-chloro-2methylpentanoic acid 58. 59. 60. 24. B Page 2 A B B D A 3-chlorohexanal 3-phenylbutanal A B