Name: ___________________________________ Date: ______________

1. Name the following molecule:

A) pentane D) 2-ethyl propane B) 2-methyl pentane E) 2-ethyl butane C) 2-methyl butane

2. Name the following:

A) 3-methyl-3-ethylbutane D) 2,2-diethylpropane B) 2-methyl-2-ethylbutane E) 3-methyl-3-ethylpentane C) 3,3-dimethylpentane

3. Name the following:

A) ethane B) propane C) butane D) pentane E) hexane

4. Name the following:

A) 2,4-diethylpentane D) 2,3-dimethyl-2,3-diethylpropane B) 3,5-dimethylheptane E) none of these C) secondary ethylpentane

5. Name the following:

A) n-hexane D) methyl-diethylmethane B) isohexane E) 3-methylpentane C) 1,2,3-trimethylpropane

6. Name the following:

A) 1-hexyne D) 3-methyl-1-pentyne B) 2-ethynyl butane E) 3-methyl-4-pentyne C) 2-ethyl-3-butyne

7. Name the following:

A) 1,1,1-trichloro-5-bromo-3-pentene D) 1,1,1-trichloro-5-bromo-3-pentyne B) 1-bromo-5,5,5-trichloro-2-pentene E) none of these C) 1,1,1-trichloro-5-bromo-2-pentene

8. Name the following:

A) 2-bromo-5-butyl-oct-3-ene-7-yne D) 8-bromo-5-propyne-non-6-ene B) 2-bromo-5-propyl-non-3-ene E) none of these are correct C) 7-bromo-4-butyl-oct-5-ene-1-yne

9. Name the following:

A) 3-chloro-hexane D) 1-chloro-cyclohexane B) 3-chloro-cyclohexane E) 1-chloro benzene C) 1-chloro-hexane

10. What is the IUPAC name for the following molecule?

A) 1-chloro-3-pentyne D) 5-chloro-2-pentyne B) 5-chloro-2-pentene E) 1-chloro-3-pentene C) 1-chloro-4-pentyne

11. The compound below is the carbon skeleton (minus any hydrogen atoms) of:

I - C12H26II - an octaneIII - an aliphatic hydrocarbonIV - an alkeneV - an alkyne

A) I, II, III D) II, IV, V B) II, III, IV E) I, II, III, IV C) III, IV, V

12. A student gave the below molecule the following name - 2-methyl-4-t-butylpentane:

However, the teacher pointed out that, although the molecule could be correctly drawn from this name, the name violates the IUPAC rules. What is the correct (IUPAC) name of the molecule?

A) 2-t-butyl-4-methylpentane D) 1-sec-butyl-1,2,2-trimethylpentane B) 2,2,3,5-tetramethylhexane E) none of these are correct C) 2,4,5,5-tetramethylhexane

13. What is the compound whose carbon skeleton (minus any hydrogen atoms) appears below?

A) 2,4-diethyl-3,6-dimethylheptane D) 5-ethyl-3,6-trimethyloctane B) 2,5-dimethyl-4,6-diethylheptane E) 4-ethyl-2,5,6-trimethyloctane C) 1,4-diethyl-3,6-dimethyl-tridecane

14. In lecture, the professor named a molecule 4-ethylpentane. An alert student pointed out that although the correct structure could be drawn, the name did not follow systematic rules. What is the correct systematic name for the molecule?

A) 2-ethylpentane D) 4-methylhexane B) 1-methyl-1-propylpropane E) 2-propylbutane C) 3-methylhexane

15. Which of the following pairs is incorrect? A) ethane – C2H4 D) heptane – C7H16

B) pentane – C5H12 E) octane – C8H18

C) hexane – C6H14

16. One of the ingredients on a margarine container is listed as "polyunsaturated corn oil." This means that:

A) All the carbon bonds in the oil are single bonds. B) Many of the polymer bonds are unsaturated. C) All the carbon–carbon bonds are triple bonds. D) Many of the carbon–carbon bonds are multiple bonds. E) None of these

17. Both of the following are structural isomers of pentane, even though they both do not have the IUPAC name "pentane". What is the name of the second molecule shown below?

A) 2-ethyl-propane D) 3-methyl-butane B) pentane E) 2-methyl-butane C) 2,2 dimethyl-propane

18. How many structural isomers of C4H10 are there? A) 1 B) 2 C) 3 D) 5 E) 6

19. Hydrocarbons containing a carbon–carbon triple bond are called: A) alkynes D) aldehydes B) alkenes E) alkanes C) cyclic alkanes

20. Why does 1-fluoromethane have a higher boiling point than methane? A) 1-fluoromethane has charge which causes strong physical bonding; methane does not. B) 1-fluoromethane has charge which causes strong chemical bonding; methane does not. C) 1-fluoromethane is formed through a substitution reaction which causes changes in

boiling point. D) 1-fluoromethane has no charge, where methane has charge. E) 1-fluoromethane has a differing molecular geometry than methane, and so the boiling

point is higher.

21. What type of molecules are easily identified by the formula CnH2n? A) alkynes B) alkenes C) alkanes D) aldehydes E) ketones

22. The boiling point of methanol is much higher than that of ethane. This is primarily due to: A) methanol is a much larger molecule than ethane, giving it a larger boiling point. B) the hydrogen bonding in methanol is extremely strong, where ethane has no hydrogen

bonding. C) methanol contains london dispersion bonding, where ethane does not. D) the london dispersion bonding in methanol is greater than that of ethane. E) none of these.

23. Which of the following compounds can have a geometric isomer? A)

B)

C)

D)

E)

24. What is the proper IUPAC name for the following molecule?

A) trans-3-hexene D) 1,2 diethyl ethene B) cis-3-hexene E) 1-ethyl-1-butene C) 3-hexene

25. What is the proper IUPAC name for the following molecule?

A) 1-chloro-1-butene D) cis-1-chloro-1-butene B) 4-chloro-3-butene E) 1-chloro-2-ethyl-1-ethene C) trans-1-chloro-1-butene

26. The above two molecules are:

A) structural isomers D) molecular isomers B) geometric isomers E) these are the same molecule C) stereoisomers

27. Name the following:

A) 2-chloro-3-chloro-cis-2-butene D) 1-chloro-1-methyl-2-chloro-propene B) 2,3-dichloro-cis-2-butene E) 2,3-dichloro-1-methyl-propene C) 2,3-dichloro-trans-2-butene

28. Consider the following two molecules:

Which of the following statements are true? A) These two molecules are the same compound. B) These two molecules are structural isomers of each other. C) These two molecules are stereoisomers of each other. D) These two molecules are geometric isomers of each other. E) none of the above

29.

The above two molecules are: A) stereoisomers D) molecular isomers B) structural isomers E) The same molecule C) geometric isomers

30. The following molecules can be considered:

A) structural isomers D) molecular isomers B) geometric isomers E) They are the same exact molecule! C) stereoisomers

31. Does the following molecule have a stereoisomer?

A) Yes, because there is a non-superimposable mirror image of this molecule that can be drawn

B) No, because there is not a non-superimposable mirror image of this molecule that can be drawn

C) Yes, because this molecule contains 2 fluorine atoms, and so it is a stereoisomer D) No, because this molecule contains 2 fluorine atoms, and so it is not a stereoisomer E) Yes, because there are structural isomers of this compound that are different

32. Identify the functional group present in the following organic compound:

A) aldehyde D) alcohol B) ester E) none of these C) ether

33. Identify the functional group present in the following organic compound:

A) aldehyde D) ketone B) ester E) ether C) carboxylic acid

34. Identify the functional group present in the following organic compound:

A) aldehyde D) ketone B) ester E) carboxylic acid C) ether

35. Identify the functional group present in the following organic compound:

A) aldehyde D) ketone B) ester E) carboxylic acid C) ether

36. Which molecule is an aldhehyde?

A) D) B) CH3CH2OCH3 E) none of these

C)

37. Which molecule is an ester?

A) D) B) CH3CH2OCH3 E) none of these

C)

38. Which molecule is an ketone?

A) D) B) CH3CH2OCH3 E) none of these

C)

39. Which molecule is an ether?

A) D) B) CH3CH2OCH3 E) none of these

C)

40. Which molecule is a carboxylic acid?

A) D) B) CH3CH2OCH3 E) none of these

C)

41. Name the following molecule:

A) 3-propanal D) 1-propanal B) 3-propanoic acid E) 1-ethanoic acid C) 1-propanoic acid

42. Name the following molecule:

A) methyl propane D) methoxy propane B) propyl methane E) methyl propanoate C) propoxy methane

43. Name the following molecule:

A) 3-chloro-2-ethyl-4-hexanone D) 4-chloro-5-methyl-3-heptanone B) 4-chloro-5-ethyl-3-hexanone E) none of these are correct C) 4-chloro-3-methyl-5-heptanone

44. Name the following molecule:

A) 1-phenyl methoxy ethane D) ethoxy benzoate B) ethyl phenol E) ethyl salicylate C) ethyl benzene

45. Name the following molecule:

A) 1,2 hydroxy methyl benzene D) ortho-xylene B) meta-cresol E) ortho-hydroxy toluene C) ortho-cresol

46. Name the following molecule:

A) methyl toluene D) para-xylene B) 1,4 dimethyl benzene E) para-methyl toluene C) ortho-xylene

47. Name the following molecule:

A) 2-chloro-3-methyl-4-butanal D) 3-chloro-2-methyl-butane B) 3-chloro-2-methyl-1-butanal E) 2-chloro-3-methyl-butanone C) 2-chloro-3-methyl-butane

48. Which of the following functional groups does not contain a doubly bonded oxygen? A) aldehyde D) carboxylic acid B) ester E) ether C) ketone

49. If methane, or CH4, were oxidized with potassium dichromate, what would be the immediate first product?

A) methanal D) carbon dioxide B) methanol E) methanone C) methanoic acid

50. Propane undergoes single step dehydrogenation. The product of this reaction is: A) 1-propene D) trans-1-propene B) 2-propene E) cis-2-propene C) cis-1-propene

51. What is the product of the following reaction?

A) An SN1 substitution, with 2-propanol as the product B) An SN2 substitution, with 2-propanol as the product C) Either SN1 or SN2 substitution, with 2-propanol as the product D) Either SN1 or SN2 substitution, with 2-chloro-2-propanol as the product E) No reaction will occur without a solvent such as Ag+1

52. Chemical reactions involving alkanes in which hydrogen atoms are removed and the product is an unsaturated hydrocarbon are called:

A) hydrogenation or reduction reactions D) addition reactions. B) dehydrogenation or oxidation reactions E) esterification reactions C) substitution reactions.

53. What is the product of the following reaction?

A) An SN1 substitution, with 2-methyl 2-butanol as the product B) An SN2 substitution, with 2-methyl 2-butanol as the product C) Either SN1 or SN2 substitution, 2-methyl 2-butanol as the product D) Either SN1 or SN2 substitution, with 2-ethyl 2-propanol as the product E) No reaction will occur without a solvent such as Ag+1

54. When the following organic compound is oxidized once according to the following reaction, what is the major organic product?

A) 1-propanoic acid D) carbon dioxide B) 1-propanal E) no reaction takes place C) 1-propanone

55. Which of the following will yield a carboxylic acid immediately upon oxidation? A) an alcohol D) a ketone B) an aldehyde E) carbon dioxide C) an alkane

56. Teflon, polyester, styrofoam, PVC, nylon, and slime are examples of: A) esters B) polymers C) ketones D) aldehydes E) ethers

57. What is the product of the following reaction?

A) 1,2 diiodo 1,2 dimethyl cis butane D) 2,3 diiodo 2,3 dimethyl butane B) 1,2 diiodo 1,2 dimethyl butane E) 2,3 diiodo 2,3 dimethyl cis butane C) 2,3 diiodo 2,3 dimethyl trans butane

58. What would be the product of the following reaction?

A) 2-methyl-2-butanol B) 3-methyl-3-butanol C) 2-methyl-1-butanol D) 2-methyl-2-hydroxy-butene E) Both 2-methyl-1-butanol and 2-methyl-2-butanol

59. If you were to heat pentanoic acid and 2-butanol with a strong acid, you would most likely discover in your flask:

A) a ketone D) an alkane B) an ester E) an aldehyde C) an ether

60. Suppose the following molecule undergoes a Fischer esterification in a reaction with an alcohol. Where would the acid attack, and what would be formed first, or right away?

A) the acid attacks the OH, and the ester is formed B) the acid attacks the CH3, and an alcohol is formed C) the acid attacks the O double bonded on the C, and the ester is formed D) the acid attacks the O double bonded on the C, and a carbocation is formed E) the acid attacks the OH, and a carbocation is formed

61. Why do most hydrocarbons not dissolve or mix well in water? A) Hydrocarbons are large molecules, and cannot mix in water due to their size. B) Hydrocarbons contain C-O bonds, which have slight charge, but not total charge. C) Hydrocarbons contain C-H bonds, which have no polarity, and therefore no charge. D) Hydrocarbons undergo addition reactions very easily, and therefore do not dissolve in

water. E) None of these are valid explanations.

62. What organic compounds typically have strong fragrances or odors, and are produced by plants?

A) aldehydes D) esters B) alkynes E) alcohols C) carboxylic acids

63. A carboxylic acid will react with an alcohol to form a(n) __________ and a water molecule. A) ester B) amine C) polymer D) ketone E) aldehyde

64. What is the product of the following reaction?

A) 1 hydroxy 1,2 dimethyl cis butane D) 2,3 dimethyl 3-butanol B) 2 hydroxy 2,3 dimethyl butane E) 2 of these answers are correct C) 2,3 dimethyl 2-butanol

65. What is the product of the following reaction?

A) The Markovnikov product - 3-fluoro 2-methyl pentene B) The Markovnikov product - 3-fluoro 2-methyl pentane C) The Markovnikov product - 2-fluoro 2-methyl pentene D) The Markovnikov product - 2-fluoro 2-methyl pentane E) Both 3-fluoro 2-methyl pentene and 2-fluoro 2-methyl pentene