CHEMISTRY REMOVAL EXAM

Direction: Write name and date at the top of your paper. Write the letter of the best answer in
CAPITAL on your yellow paper. Erasures are not allowed.

1. What is the IUPAC name for the ether whose common name is ethyl propyl ether?
a) 1-ethoxypropane
b) 2-ethoxypropane
c) 1-propoxyethane
d) 2-propoxyethane

2. Which of the following is the structure for 1-propanethiol?

a) CH3 CH2 CH OH
SH

b) CH2 CH2 CH2 OH

SH

c) CH3 CH2 CH2 SH

d) CH2 CH2 CH2

SH OH

3. Which of the following molecules contains both an alkoxy group and a hydroxy group?
(Alkoxy is an ether group)
a) CH3 O CH3
b) CH3 O CH2 O CH3
c) CH3 O CH2 O H
d) CH3 CH2 O H
4. Ethers may be viewed as derivatives of water in which both hydrogen atoms have been replaced
with
a) hydrocarbon groups.
b) hydroxyl groups.
c) alkoxy groups.
d) more than one correct response
e) no correct response

5. In which of the following pairs of names do both names represent the same ether?
a) diethyl ether and 1,2-diethoxyethane
b) methyl isopropyl ether and 1-methoxypropane
c) ethyl isopropyl ether and 2-ethoxypropane
d) more than one correct response
e) no correct response
6. Which of the following compounds contains two oxygen atoms?
a) 1,3-dimethoxybenzene
b) methoxycyclohexane
c) 2-ethoxy-1-propanol
d) more than one correct response
e) no correct response

7. The simplest alcohol, from a structural standpoint, contains how many carbon atoms and how
many oxygen atoms?
a) one carbon atom and one oxygen atom
b) one carbon atom and two oxygen atoms
c) two carbon atoms and one oxygen atom
d) two carbon atoms and two oxygen atoms

8. The correct IUPAC name for CH3 CH OH is

CH3
a) isopropyl alcohol.
b) 2-methyl ethanol.
c) 2-propanol.
d) hydroxypropane.

9. The correct IUPAC name for CH3 CH CH2 CH2 CH2 CH2 is
OH OH
a) hexyl dialcohol.
b) 2,6-dihydroxyhexane.
c) 2,6-hexanediol.
d) 1,5-hexanediol.

10. Which of the following statements concerning common alcohols is correct?

a) Wood alcohol and grain alcohol are one and the same.
b) Rubbing alcohol is pure isopropyl alcohol.
c) Absolute alcohol is pure methanol.
d) Denatured alcohol is drinking alcohol rendered unfit to drink.

11. In which of the following pairs of alcohols do both members of the pair contain two or more
hydroxyl groups?
a) ethanol and ethylene glycol
b) ethylene glycol and glycerol
c) isopropyl alcohol and propylene glycol
d) t-butyl alcohol and s-butyl alcohol

12. Alcohols have higher boiling points than alkanes of similar molecular mass because
a) alcohols are ionic compounds and alkanes are covalent compounds.
b) alkane molecules are polar and alcohol molecules are not.
c) hydrogen bonding occurs between alcohol molecules but not between alkane
molecules.
d) alcohols are acidic and alkanes are not.
13. A general method for preparing alcohols is the
a) hydration of alkenes.
b) combustion of alkanes.
c) combustion of ethers.
d) hydrogenation of alkenes.

14. Which of the following is a secondary alcohol?

a) CH3 CH2 CH2 CH2 OH

b) CH3 CH CH2 CH2 OH

CH3

c) CH3 CH2 CH2 CH OH

CH3

d) CH3 CH2 CH2 CH2

OH

15. Oxidation of a secondary alcohol produces a(n)

a) ketone.
b) aldehyde.
c) carboxylic acid. OH
d) ether.

16. The correct IUPAC name for is

Br Br
a) 1,3-dibromophenol.
b) 2,4-dibromophenol.
c) 3,5-dibromophenol.
d) 1,5-dibromophenol.

17. Ketones may be prepared by the oxidation of

a) primary alcohols.
b) secondary alcohols.
c) tertiary alcohols.
d) aldehydes.

18. Which of the following statements concerning the oxidation of aldehydes and ketones is
correct?
a) Aldehydes readily undergo oxidation and ketones are resistant to oxidation.
b) Ketones readily undergo oxidation and aldehydes are resistant to oxidation.
c) Both aldehydes and ketones readily undergo oxidation.
d) Both aldehydes and ketones are resistant to oxidation.
19. The structural difference between a hemiacetal and an acetal is the replacement of a
a) –OH group with an –OR group.
b) H atom with an –OR group.
c) H atom with a –OH group.
d) –OR group with a –OH group.

20. Which of the following compounds would be named as a ketone?

OH O
a) CH3 CH CH2 C H

O O
b) CH3 C CH2 C H

OH O
c) CH3 CH CH2 C CH3

d) more than one correct response

e) no correct response

21. Which of the following structural features is common to both aldehydes and ketones?

O
a) C OH

O
b) C H

O
c) C

O
d) C OR

22. Which of the following structural features is possessed by aldehydes but not ketones?
a) At least one hydrogen atom is bonded to the carbonyl carbon atom.
b) At least one hydroxyl group is bonded to the carbonyl carbon atom.
c) The carbonyl carbon atom is bonded to two other carbon atoms.
d) The carbonyl carbon atom is part of a ring structure.
23. Which of the following statements concerning aldehydes and ketones is correct?
a) Cyclic aldehydes, but not cyclic ketones, exist.
b) Cyclic ketones, but not cyclic aldehydes, exist.
c) Both cyclic aldehydes and cyclic ketones exist.
d) Neither cyclic aldehydes nor cyclic ketones exist.

24. The simplest aldehyde and ketone contain, respectively, how many carbon atoms?
a) 1 and 1
b) 1 and 3
c) 2 and 2
d) 2 and 3
O
25. The IUPAC name for the compound CH3 CH2 C H is
a) acetaldehyde.
b) propionaldehyde.
c) 1-ethanal.
d) propanal.
O CH3
26. The IUPAC name for the compound CH3 C CH2 CH CH3 is
a) 2-methyl-2-pentanone.
b) 2-methyl-4-pentanone.
c) 4-methyl-2-pentanone.
d) 2-methyl-4-pentaketone.

27. What is the IUPAC name of the aldehyde whose common name is formaldehyde?
a) methanal
b) ethanal
c) propanal
d) 2-methylpropanal

28. Two other acceptable names for the compound acetone are
a) propanone and diethyl ketone.
b) ethanone and methyl ethyl ketone.
c) propanone and dimethyl ketone.
d) ethanone and diethyl ketone.

29. What two functional groups are never found at the end of a carbon chain?
a) alcohol and aldehyde
b) ether and aldehyde
c) alcohol and ketone
d) ether and ketone

30. Which of the following statements concerning a carbonyl group is incorrect?

a) It is polar.
b) It contains two oxygen atoms and one carbon atom.
c) It is present in both aldehydes and ketones.
d) more than one correct response
e) no correct response
31. Which of the following is a correct notation for the aldehyde functional group?

a) CHO

O
b) C H

O
c) C

d) more than one correct response

e) no correct response

32. Which of the following aldehydes is paired with an incorrect IUPAC name?

Cl O
a) CH3 CH CH2 C H ; 2-chloro-4-butanal

Cl O
b) CH3 CH2 CH C H ; 2-chlorobutanal

Cl Cl O
c) CH3 CH CH C H ; 2,3-dichlorobutanal

d) more than one correct response

e) no correct response

33. A monosubstituted amide is also called a

a) primary amide.
b) secondary amide.
c) tertiary amide.
d) quaternary amide.

34. The organic products from the basic hydrolysis of an amide are
a) a carboxylic acid and an amine salt.
b) an amide salt and an amide.
c) a carboxylic acid and an amine.
d) a carboxylic acid salt and an amine.
O
35. The IUPAC name for the compound CH3 CH2 C NH CH3 is
a) methylbutanamide.
b) methylpropanamide.
c) 1-methylaminopropanamide.
d) N-methylpropanamide.
36. What is the IUPAC name for the amide whose common name is acetamide?
a) methylamide
b) methanamide
c) ethylamide
d) ethanamide

37. Which of the following amines is paired with an incorrect IUPAC name?

a) CH3 CH NH2 ; 1-methylethanamine

CH3

b) CH3 CH2 NH CH3 ; N-methylethanamine

c) CH3 CH2 CH CH3 ; 2-butanamine
NH2

d) more than one correct response

e) no correct response

38. The word amino would be present in the IUPAC name of which of the following
compounds?
a) CH3 CH CH2 CH3
NH2

b) CH3 CH CH2 OH
NH2

c) CH3 CH CH2 Cl
NH2

d) more than one correct response

e) no correct response

39. Which of the following compounds contains two nitrogen atoms?

a) 1,4-butanediamine
b) 2,N-dimethyl-3-pentanamine
c) aniline
d) more than one correct response
e) no correct response

40. The boiling points of amines are lower than those of alcohols of similar molecular mass
because
a) amines do not contain oxygen.
b) amines cannot hydrogen bond to each other.
c) N–H hydrogen bonds are weaker than O–H hydrogen bonds.
d) more than one correct response
e) no correct response
MATCHING QUESTIONS

For each of the compounds on the left, select a correct classification from the response list on the
right. Responses on the right may be used more than once or need not be used at all.

41. b CH3 CH2 NH CH3 a) primary amine

b) secondary amine
O c) primary amide
42. d CH3 CH2 C NH CH3 d) secondary amide

NH2
43. a

H
44. b N

O
45. d H
N

For each of the compounds on the left, choose from the response list on the right a correct comment
concerning its IUPAC name. Responses on the right may be used more than once or need not be used
at all.

46. d CH3 CH NH CH3 a) name ends in diamine

b) name contains the term amino
CH3
c) name contains no numbers
d) name contains one number
47. a H2N CH2 CH2 NH2

48. b H2N CH2 CH2 OH

NH2

49. d

Cl

NH CH3
50. c