These sets of questions concern INTRODUCTION TO ORGANIC CHEMISTRY.

Read the
questions carefully taking into consideration all the instructions patterning to it and
answer the questions that follows. You are to choose the letter that correspond to
the correct answer only.
1. Which of the following is not a type of structural isomerism?
A. Positional
B. Functional group
C. Geometric
D. Chain
2. Which of the following is NOT a characteristic of homologous series?
A. Same physical properties
B. Same functional group
C. Members differ from one another by CH2
D. Same reaction
3. Which of the following compounds is named correctly according to IUPAC system of nomenclature
A. 1,1-chloro-2- bromoethane
B. 2-bromo-1-dichloroethane
C. 2-bromo-1,1-dichloroethane
D. 1,1-dichloro-2-bromoethane
Questions 4-6 concerns the following organic compounds.
A. CH3CH2CH-O-CH3
B. CH3CH2CH2OH
C. CH3CH(OH)CH3
D. CH3CH(NH2)CO2H
E. HOOC-CH=CH-COOH
4. To what class of organic compounds does compound A belong?
A. Alcohols
B. Carboxylic acid
C. Ethers
D. Ester
5. Which type of isomerism does B and C exhibit?
A. Chain isomerism
B. Functional group
C. Position isomerism
D. Optical isomerism
6. Which type of isomerism does D exhibit?
A. Geometric isomerism
B. Optical isomerism
C. Tautomeric isomerism
D. Structural isomerism
7. How many isomers are there in C3H6Br2?
A. 4
B. 3
C. 2
D. 5
 Questions 8 - 12 (five questions)
Directions: For each of the questions below, ONE or MORE of the responses is (are) correct.
Decide which of the responses is (are) correct. Then choose:

A if 1,2 and 3 are all correct

B if1 and 2 only are correct
C if 2 and 3 only are correct
D if 3 only is correct

Directions Summarized
A B C D
1,2,3 1,2 2,3 3
correct only only only
8.

What is the accepted conventional name of the compound?

1. Trans-3, 4-dichloropent-3-ene A B C D
2. 2, 3-dichloropent-2-ene
3. Trans-2, 3-dichloropent-2-ene
9. Benzene dicarboxylic (C8H6O4) is made of isomeric forms which are
1. benzene-1,2-dicarboxylic acid A B C D
2. benzene-1,3-dicarboxylic acid
3. benzene-1,4-dicarboxylic acid
10. Chemical reactions are often initiated by reactive particles that may be free radicals, nucleophiles and
electrophiles. Which of these are examples of the reactive particles?
1. Clo, NH3, CN- A B C D
2. Bro, OH-, Br+
3. NO+, CN-, Clo
11. which of these bests describe the SN1 mechanism?
1. stable carbocation A B C D
2. occurs in two steps
3. involves the slow and the fast step
12. Which of these compounds is unsaturated?
1. ethane A B C D
2. ethene
 3. ethyne
13. Which of the following is correct about nucleophiles?
A. nucleophiles have an unpaired electron pair and can make use of this to react with an electron
deficient species
B. the nucleophilicity of an element generally increases on going down a group in the periodic table
C. a nucleophile is electron-deficient specie
D. all good nucleophiles are bases when we deal across the period
Question 14- 15. Read and answer the questions that follows.
An organic compound X of relative molecular mass 74, on analysis is found to contain 64.66% carbon and
13.5% hydrogen.
14. The empirical formula of the compound is
A. C4H10
B. C6H12
C. C4H10O
D. C4H10O2
15. Which information can be gotten from the molecule using Infra-red spectroscopy?
A. functional group
B. number of hydrogen atoms
C. the relative molecular mass
D. identification of the hydrogen nucleus
` Question 16 - 25
Each of the following questions consists of two statements. Decide first whether each statement is true or false,
then if both are true, whether the second statement is a correct explanation of the first. The select one response
from A to D according to the following table.

First Second Argument

statement statement
A True True Second statement is correct explanation of
first
B True True Second statement is NOT correct explanation
of first
C True False
D False true

First statement Second statement

16 The mass spectroscopy is use as a It gives elemental information of a
spectroscopic method compound and provide structural
information
17 Steric hindrance prevents some An electron pair shift when a substituent
reaction sites from reacting despite group has a lone pair of electrons or multiple
favorable electronic effect bonds
 18 The SN2 mechanism involves two The tertiary carbocation forms a transition
species at the rate determining step state

19 It is not possible to get a complete Ethanol and water form miscible mixture
separation of ethanol and water by
fractional distillation
20 In the formation of nitrobenzene, the The benzene ring is rich in electrons
nucleophile attacks the benzene ring
21 2-butanol gives a yellow precipitate 2-butanol contains the CH3CH(OH)-
when treated with I2(aq) and NaOH(aq) grouping
22 Homolytic fission brings about free It is a covalent bond breaking type which
radicals. involves equal electron shared pair
23 The geometric isomeric forms cannot The double bond brings about the rigidity of
rotate plane polarized light the molecules
24 Ethene undergo sp2 hybridization with In the formation of the double bond, the
a bond angle of 120o donor atom is carbon.
25 In free radical addition, the attacking The multiple bond presents an electron rich
reagent is a free radical resulting from site
homolytic fission

26. Which of the following compounds undergo nucleophilic substitution reactions?

A. Ethene
B. Propanal,
C. Chloroethane,
D. Benzene
Questions 27 to 30
CH3 OH
A. CH3CH2 – C – CH3 B. CH3CH2CHOHCH3 C. CH3OCH2CH2CH3 D.
OH
27. Which of these is a tertiary alcohol?
28. Which could be oxidized to a ketone?
29. Which could be the strongest acid?
30. Which compound has the lowest boiling point?
QUESTIONS 31-34: Many organic reactions fall into one of the following classifications
A. Electrophilic addition
B. Electrophilic Substitution
C. Nucleophilic substitution
D. Homolytic reaction
Select from A to D the correct category for the following reactions.
31. The reaction of ethyne (C2H4) with aqueous bromine
32. The nitration of benzene to form nitrobenzene
33. The chlorination of an alkane in sunlight
34. The reaction of bromoethane with aqueous sodium hydroxide
QUESTIONS 35 – 38 concern the types of isomerism which may be exhibited by organic molecules

A. Optical Isomerism
B. Position isomerism
C. Geometric isomerism
D. Functional group isomerism

Select from A to D the type of isomerism that the following may show

35. Bromo-2-methylbenzene and Bromo methylbenzene

36. But-2-ene dioic acids
37. 2-aminopropanoic acids
38. Propan-1-ol and ethylmethylether
39. Which of the following is considered an isomer of 1,1-dichloroethane?
A. 1,1-dichloroethene.
B. 1,2-dichloroethane.
C. cis-1,2-dichloroethene.
D. Dichloroethyne
Use the following answer choices that best match each description. Your answer choices may be used
once, more than once, or not at all
QUESTIONS 40-50, concern the following homologous series
A. Alkanes only E. Ketone
B. Alkenes only F. Amine
C. Alkynes only G. Carboxylic acid
D. Both alkenes and alkynes H. Ether
40. Have a molecular formula CnH2n
41. Have cis-/trans- isomers.
42. Can rotate around C–C bond.
43. Have a triple bond in the main carbon chain.
44. Have an H–C–C bond angle of 120°
45. C5H8 is an example.
46. Are considered “saturated” hydrocarbons.
47. Has a carbon bonded to a nitrogen?
48. Has an oxygen single bonded to two carbons.
49. Acetone, or nail polish remover, is an example.
50. Has a carbon that is bonded to oxygen only with a double bond.