Organic Chemistry Unit Test
SCH4U Spring 2012
Name:
Date: May 30, 2012
K=
/20
I=
/26
MC =
/9
C=
/12
Part A: Multiple Choice (K = 20)
Please put the letter that corresponds to the answer on the line before the question
1.
______ The compound above is classified as a(n)
a) ketone
b) carboxylic acid
c) aldehyde
d) ester
2. ______ Which of the following compounds is saturated?
a) propene
b) octane
c) but-2-ene
d) hept-3-yne
3. ______ Which formula represents an alkyne?
a) C5H8
b) C5H12
d) C5H10
c) C5H16
4. ______ What is the name of the alkyl group containing four carbon atoms?
a) propyl
b) methyl
c) butyl
d) pentyl
5. ______ Which of the following is the correct name for the structure to the right?
a) trans-4-nonyne b) cis-5-nonene
c) trans-4-nonene
d) cis-4-nonene
6. ______ Which of the following compounds is considered to be non-polar?
a) CH3CH2OH
b) CH3CHO
c) CH3CH2NH2
d) CH3CH2CH3
7. ______ Which of the following compounds is a secondary alcohol?
a) 1-pentanol
b) 2-pentanone
c) 2-pentanol
d) 2-methyl-2-butanol
8. ______ Which of the following molecules below has a chiral isomer?
a)
b)
c)
d)
9. ______ The molecule CH3COCH3 is classified as a(n)
a) ether
b) ester
c) ketone
d) carboxylic acid
10. ______ Esters are formed by reacting the following two species
a) alkane, alkene b) carboxylic acid, alcohol c) alcohol, water
d) 2 alcohols
11. ______ Which statement is true of the carbon-carbon bonds in benzene
a) they are identical to the carbon-carbon bonds in cyclohexane
b) they are identical to the carbon-carbon bonds in cyclohexene
c) they are half-way between a double and single bond
d) they are easily broken in chemical reactions
12. ______ Identify the set of compounds that have the same functional group
a) C2H6, C2H4, C2H2
b) C2H2, CH3COOH, CH3CONH2
c) CH3CH2CHO, H2CO, CH3CH2CH2CH2CHO
d) CH3NH2, CH3CH2CONH2, CH3CH2CONHCH3
13. ______ Ethyl methanoate is used as an artificial rum flavouring. What type of compound is it?
a) carboxylic acid b) ester
c) ether
d) ketone
14. ______ Which compound is an ether?
a) CH3OH
b) CH3COCH3
c) CH3COH
d) CH3CH2OCH3
15. ______ The name 2-methyl-4-butanal is incorrect. What is the correct IUPAC name for this compound?
a) 4-methyl-2-butanal
b) 3-methylbutanal
c) 2-methylbutanal d) 2-methyl-1-butanal
16. ______ Which of the following compounds is unable to form hydrogen bonds with itself?
a) CH3CH2CH2CH2OH
b) CH3CH2NH2
c) CH3COOH
d) CH3CH2COOCH2CH3
17. ______ What is the IUPAC name for the compound C2H5CONH2?
a) butanamide
b) propan-2-amine
c) propanamide
d) ethylpropanamide
18. ______ Which is a characteristic feature of a substitution reaction?
a) carbon atoms are bonded to the same number of atoms in the product as in the reactant
b) carbon atoms are bonded to a smaller number of atoms in the product than in the reactant
c) carbon atoms are bonded to a larger number of atoms in the product than in the reactant
d) two compounds react to form one compound
19. ______ In an oxidation reaction
a) a carbon will form fewer bonds to carbon
b) a carbon will form fewer bonds with oxygen or more bonds to hydrogen
c) a carbon will form more bonds with oxygen or fewer to hydrogen
d) two small molecules combine to form a larger molecule
20. ______ Which reaction would be performed to convert an alkyne to alcohol?
a) substitution
b) elimination
c) addition
d) hydrolysis
Part B: Draw and name the missing reagent, reactant or product AND name the type of reaction. (I = 20)
1.
2.
3.
+
4.
5.
+ H2O
propanoic acid + ethan-1-amine
Part C: Short Answer (I = 6, MC = 9, C = 12)
1. The structure given below is Penicillin G, an antibiotic. Circle the functional groups in the molecule and list
their corresponding names. (I = 3)
2. Draw the structural isomers of pentane. (I = 3)
3. During a school laboratory test, you are given pent-2-yne and asked to prepare pentan-2-one and pentan-3one from it. Develop a synthesis pathway to accomplish this task. (MC = 9)
4. Why does the hydrogenation of but-2-yne with 1.0 mole of hydrogen produce 2 isomers? Name the isomers
produced. (C = 3)
5. Explain the difference in reaction with a halogen and each of the following compounds: alkane, alkene and
benzene. Make sure you indicate the type of reaction and the conditions necessary for each. Draw the reaction
for each. (C = 9)