MULTIPLE CHOICE. Highlight the BEST answer from the choices given.

1. A functional group that reacts slowly with oxygen from the air to form unstable
hydroperoxides and peroxides
a. ethers
b. esters
c. thiols
d. amine
2. The -SH substituent belongs to the ______ group.
a. mercapto
b. thiol
c. sulfhydryl
d. all of the above
3. Which statement below is FALSE regarding ethers?
a. Ethers have the same geometry as water and alcohols
b. Ethers have a small dipole moment that causes slight boiling point elevation
c. Ethers can react slowly with oxygen to give explosive peroxides
d. None of these
4. Thiols are named by the same system as _______.
a. alcohols
b. ethers
c. amines
d. anhydrides
5. Predict the increasing order of boiling points for 1°, 2°, and 3° amines of identical
molecular weights.
a. RNH2 (1°) < R2NH (2°) < R3N (3°)
b. R2NH (2°) < R3N (3°) < RNH2 (1°)
c. R3N (3°) < R2NH (2°) < RNH2 (1°)
d. Both a and c depending on H crosslink of the chain
6. Provide the IUPAC name for the alkoxyl substituent C6H5O- ?
a. tertbutoxy
b. isopropoxy
c. secbutoxy
d. phenoxy
7. What is the classification of ether shown below.
a. symmetrical
b. unsymmetrical
c. saturated
d. unsaturated

8. __________ are organic derivative of ammonia in which one or more alkyl or aryl
groups have replaced ammonia hydrogen atoms.
a. nitriles
b. anilines
 c. amines
d. amide

For 9-11, study the given structure below.

9. What is the functional group of the parent chain?

a. alkene
b. haloalkene
c. ester
d. ether
10. What functional groups are bonded to oxygen?
a. alkane and haloalkene
b. cycloalkane and alkenes
c. cycloalkene and alkane
d. alkene and haloaryl
11. What is the preferred IUPAC name of the compound?
a. 1-methoxycyclohexene
b. methyl cyclohexene ether
c. 1-cyclohexenyl(methyl) ether
d. methoxy-1-cyclohexen
12. Amines are dominated by the lone pair of electrons on nitrogen which makes amines
_______.
a. basic
b. nucleophilic
c. electrophilic
d. both a and b
e. both a and c
13. The bond angles of amine can be measured less than the angle of?
a. 132°
b. 120°
c. 109°
d. 90°
14. Which drug below is used for antipsychosis?
a. Cyamemazine
b. Anastrozole
c. Citalopram
d. Vildaglipitin
15. Sulfides are named by the same system as ______.
a. anhydrides
b. ethers
 c. alcohols
d. amines

For 16-18, study the given structure below.

16. What classification of amine does the structure belong?

a. primary arylamine
b. secondary arylamine
c. tertiary alkylamine
d. none of these
17. In terms of degree of substitution of carbon atom, what is its classification?
a. primary
b. secondary
c. tertiary
d. quaternary
18. What is the preferred IUPAC name of the compound?
a. 2-methylpropan-2-amine
b. 2-amino-2-methylpropane
c. 2-methyl-2-propylamine
d. 2-methyl-2-aminopropane

19 - 20. Crown ethers are named as x-crown-y, where x is the ______ and
y is the ______.

a. number of solvated cations; number of oxygens

b. number of hindered site; halohydrins
c. ring openings; oxygen locants
d. ring size; number of oxygens
e. none of these
21. Provide the IUPAC name for the alkoxyl substituent (CH3)3CO- ?
a. tertbutoxy
b. isopropoxy
c. secbutoxy
d. phenoxy
For 22-28, study the given structure below.

1
3
2

22. What is the bond angle of atom number 1?

a. 180o c. 120o
b. 109o d. 112o
23. What is the hybridization of atom number 2?
a. sp c. sp3
b. sp2 d. sp3d
24. What is the bond angle of atom number 3?
a. 112o c. 120o
b. 180o d. 109o
25. What is the hybridization of atom number 3?
a. sp2 c. sp3d
b. sp d. sp3
26. How many σ bonds are present?
a. 4 c. 6
b. 5 d. 7
27. How many 𝝅 bonds are present?
a. 2 c. 4
b. 3 d. 5
28. What is the preferred IUPAC name of the compound?
a. 3-nitropropene
b. nitro-3-propene
c. 2-propenenitrile
d. prop-2-enenitrile
29. He is known for preparing and investigating the properties of many cyclic polyethers,
such as the crown ethers.
a. Charles Pederson
b. Louis Fieser
c. Donald Cram
d. Robert Woodward
30. Among the following substances, which is the least soluble in water?
a. dimethyl ether
b. 1-butanol
c. diethyl ether
d. 1-pentanol
31. Which of the following illustrates the structure of histamine?

a. c.

b. d.

32. This compound is used as an antidote for mercury, arsenic and lead poisoning.
a. fluomucil
b. dimercaprol
c. lotaustralin
d. flumazenil
33. Which of the following properties of nitriles is TRUE?
a. They show low polarity and electronegativity.
b. They have high boiling point.
c. They are somewhat colorless solids and liquids.
d. All of the above
34. For cyclic ethers, the numbering of the atoms of ring begins with ________?
a. oxygen atom
b. alkyl substituent
c. the saturated locant
d. none of the above
35. Thiols undergo oxidation to form _______.
a. mercaptans
b. sulfhydryl
c. disulfides
d. thioether
36. All of the following are foods that have high amine content EXCEPT
a. tea
b. coffee
c. chocolate
d. egg
37. He introduced the term “mercaptan”, an alternative way of naming for thiols.
a. William Christopher Zeise
b. Ludwig Mond
c. Edward Frankland
d. Johan Kjeldahl
For 38-41, study the given structure below.

1 3
2

38. What is the geometry of atom number 1?

a. tetrahedral c. linear
b. octahedral d. trigonal pyramidal
39. How many lone pair of electrons are there in atom number 3?
a. 0 c. 2
b. 1 d. 3
40. What is the bond angle of atom number 3?
a. 180o c. 109o
b. 112 o d. 90o
41. What is the shape of atom number 3?
a. seesaw c. square planar
b. bent d. trigonal planar
42. What is the name of the compound?
a. ethoxy ethane c. 3-oxapentane
b. oxoethyl ethane d. diethyl ether
43. Which amine exhibits the least solubility in water for identical molecular weights?
a. RNH2 (1°)
b. R2NH (2°)
c. R3N (3°)
d. none of these
44. The -SR group is a/an ______ group.
a. sulfonyl-
b. mercapto-
c. sulfhydryl-
d. alkylthio-
45. Which drug below is used for antidiabetes?
a. Citalopram
b. Vildaglipitin
c. Anastrozole
d. Cyamemazine
For 46-50, classify the following amines according to its degree of substitution.

46.
a. 1o b. 2o c. 3o d. 4o

47.
a. 1o b. 2o c. 3o d. 4o

48.
a. 1o b. 2o c. 3o d. 4o

49.
a. 1o b. 2o c. 3o d. 4o

50.
a. 1o b. 2o c. 3o d. 4o