FOUNDATION STUDIES PROGAMME

FOUNDATION IN SCIENCE

TEST 1 online (55%)

CHEMISTRY 3

NAME: _____fardin
ID: (scsj1901922)_____

__________________________________________________________
______________________________________________________

ADDITIONAL REQUIREMENT: None

INSTRUCTIONS TO CANDIDATE:
1. Answer ALL
2. The number of marks is given in brackets ( ) at the end of each
question or part of given.
TEST 1 CHEMISTRY 3

OBJECTIVE QUESTIONS (22%)

1. Which of the following compounds has a quaternary carbon atom?

A. CH3CH2CH3

B. CH3CH(OH)CH2OH

C. (CH3)3CCH2CH3

D. C6H5COCH(CH3)2

2. 2-methylpropane has the structure below.

The hydrogren atom labelled x is a

A. Primary hydrogen atom

B. Secondary hydrogen atom

C. Tertiary hydrogen atom

D. Quaternary hydrogen atom

2
TEST 1 CHEMISTRY 3

3. The structure of lactic acid is

Which of the following shows the skeletal structure of lactic acid? ;D

4. Which of the following is the functional group of an aldehyde?

3
TEST 1 CHEMISTRY 3

5. Which of the following compounds does not have any geometrical isomers? A

6. Which of the following compounds has/have a chrial carbon centre?

I CH3CHClCH2CH3

II CH3CH(OH)COOH

III C6H5CH(CH3)CH2OH

A. I only

B. I and II only

C. II and III only

D. I, II and III

7. Which of the following reactions produces radicals?

A. Elaminations

B. Hydrolysis

C. Homolytic cleavage

D. Heterolytic cleavage

4
TEST 1 CHEMISTRY 3

8. Which of the following species is a nucleophile?

A. Ammonia

B. Methane

C. Copper(II) ion

D. Bromine atom

9. What is the name of the following alkane?

A. 2-methylpentane

B. 3-methylpentane

C. 4-methylpentane

D. 2,2-dimethylbutane

5
TEST 1 CHEMISTRY 3

10. The correct structure for 2,3-dimethylpentane is : A

11. Which of the following is/are structural isomer(s) of an alkane with the molecular
formula C5H12?

I 2-methylbutane

II 2,2-dimethylpropane

III Cyclopentane

A. I only

B. I and II only

C. II and III only

D. I, II and III

6
TEST 1 CHEMISTRY 3

12. Which of the following alkenes is correctly named?

Alkene Name

A (CH3)2C=CHCH3 2-methyl-2-butene

B C2H5CH=CH2 Ethylethene

C CH2=CHCH=CH2 Butadiene

D CH3 2-methyl-2-pentene
|
CH3CH=CCH2CH3

13. The IUPAC name for the following compound is

A. Cyclopentene

B. Pent-1-ene

C. Pent-2-ene

D. Pent-3-ene

7
TEST 1 CHEMISTRY 3

14. The mechanism for the following sequence of reaction is known as

A. Nucleophilic addition

B. Nucleophilic substitution

C. Electrophilic addition

D. Electrophilic substitution

15. Which of the following is/are true of both cis– and trans-pent-2-ene?

I Both compounds decolourise bromine in CCl4.

II Both compounds decolourise hot, acidified KMnO4.

III Both compounds give the same products when reacted with hydrogen gas and
nickel at 200 oC.

A. I only

B. I and II only

C. II and III only

D. I, II and III

8
TEST 1 CHEMISTRY 3

16. A hydrocarbon with six carbon atoms is said to be aromatic if

A. it is a cyclic compound

B. the compound has more than one C=C bond

C. all of the atoms in the molecule are on the same plane

D. it is cyclic, planar and has six delocalised π electrons

17. Which of the following compounds is/are aromatic compound(s)?

A. I only
B. I and II only
C. II and III only
D. I, II and III

18. What is the IUPAC name for the following compound?

A. 3-chlorophenol
B. 3-hydroxychlorobenzene
C. 1-chloro-3-hydroxybenzene
D. 3-chloro-1-hydroxybenzene

9
TEST 1 CHEMISTRY 3

19. What is/are the possible name(s) for the following compound?

I 1,3-dihydroxybenzene

II Benzene-1,3-diol

III 3-hydroxyphenol

A. I only
B. I and II only
C. II and III only
D. I, II and III

20. Why does benzene undergo substitution reactions rather than addition reactions?

A. Benzene is a planar, aromatic compound.

B. All the carbon atoms in benzene are sp2 hybridised.
C. All the carbon-carbon bonds in benzene are very strong
D. Benzene has extra stability due to the delocalised π electrons.

21. Which of the following statements correctly describe(s) methylbenzene?

I All the carbon atoms are on the same plane.

II Only the carbon atoms in benzene are sp2 hybridised.

III There are four π bonds in the molecule.

A I only C II and III only

B I and II only D I, II and III

10
TEST 1 CHEMISTRY 3

22. Which of the following is obtained when the compound below is heated with acidified
KMnO4?: C

11
TEST 1 CHEMISTRY 3

Structured Questions (33%)

Question 1

a. Draw these compounds in IUPAC form by using condense structure.

(i) 5-ethyl-2,2-dimethylcyclohexanol
(ii) 1-isopropyl-2-phenyl-4-methyl-1,3-cyclohexadiene

name the compounds below.

(iii)

(iv)

(4 marks)

12
TEST 1 CHEMISTRY 3

b. Identify the type of reactions 1,2 and 3 shown below together with the reagent either
electrophile or nucleophile.

Reaction 1 Reaction 2

Reaction 3

(3 marks)

c. Arrange the following alkanes in order of decreasing boiling points and explain your answer.

3,3-dimethylpentane, heptane, 2,2,3-trimethylbutane, methylcyclohexane

(2 marks)

13
TEST 1 CHEMISTRY 3

d.

(5 marks)

e. Trifluoromethane (CHF3) can be used to make the refrigerant chlorotrifluoromethane

(CClF3). Chlorotrifluoromethane is formed when trifluoromethane reacts with chlorine.

CHF3  +  Cl2         CClF3  +  HCl

The reaction is a free-radical substitution reaction similar to the reaction of methane

with chlorine.

(i) Write an equation for all steps involved including the condition in the mechanism for
the reaction of CHF3 with Cl2. Arrow mechanism is required.

(6 marks)

(ii) Consider a reaction of propane with bromine, what are the major? Explain your
answer.
(2 marks)
(Total: 22 marks)

14
TEST 1 CHEMISTRY 3

2. Many aromatic nitro compounds are used as explosives. One of the most famous is TNT. This
compound, shown below, can be prepared from methylbenzene by a sequence of nitration
reactions.

(a) (i) Name the above compound systematically.

(1 mark)

(ii) What type of reaction involved in the nitration of methylbenzene?

(1 mark)

(iii) Give the reagents used to produce the electrophile for this reaction. Write an equation
or equations to show the formation of this electrophile.

(3 marks)

(iv) Outline a mechanism for the reaction of this electrophile with methylbenzene to
produce 4-methylnitrobenzene.
(3 marks)

15
TEST 1 CHEMISTRY 3

(b) Three isomers of C6H4(NO2)2 are shown below.

(i) Name the above compounds by using prefixes:

Label Compound name

(3 marks)

(Total: 11 marks)

16
TEST 1 CHEMISTRY 3

17