GENERAL CHEMISTRY (ORGANIC)

MIDTERM EXAMINATION
Second Semester A.Y. 2022-2023

Directions: Read and understand each item carefully. Blacken the letter that corresponds to your answer.
STRICTLY NO ERASURE. You can use an extra sheet of paper for your solutions.

1. The carbon chains attached to the aromatic ring are fairly easy to oxidize using the most commonly used
reagents such as KMnO4 or K2Cr2O7 + H2SO4. Which of the following reactions is the possible reactions for
this process?

A. C.

B. D.
2. In substitution reaction, most characteristic reactions of aromatic HCs in which a functional group is
substituted for a H atom. Some of the substitution reactions are halogenation, nitration, sulfonation, alkylation
and acylation. Which of the following is an example of alkylation?

A. C.

B. D.
3. Certain monosubstituted benzenes have special names such as the toluene. If bromine is being added to the
structure in a 1, 3 position it will become a disubstituted benzene, what would be the name for this type of
benzene?
A. o-bromotoluene C. o-bromotoluenebenzene
B. m-bromotoluene D. m-bromotoluenebenzene
4. When one of the substituents corresponds to a monosubstituted benzene that has a special name, the
substituted compound is named as a derivative of that parent compound. How will you name this compound?

A. m-phenolanilin C. p-phenolanilin
B. m-nitrophenol D. p-nitrophenol

5. Polysubstituted benzenes have more than two substituents on a benzene ring, the C atoms in the ring are
numbered starting at one of the substituent groups. How will you name the structure given?

A. 4-chloro, 5,6-dibromoanilin C. 2,3-dibromo,4-

chloroanilin
B. 4-chloro,2,3-dibromoanilin D. 5,6-dibromo,4-
chloroanilin

6. Draw the skeletal formula for 2-bromo, 4-chloro,3-nitrotoluene.

A. B. C. D.
7. Some monosubstituted benzenes are named by adding the name of the substituent group as a prefix to the
word benzene. Using the image below, how will you name this aromatic compound?

A. Phenol B. Benzaldehyde C. Esters D. Ethers

8. Which of the following structure of monosubstituted benzenes is for anillin?

 A. B. C. D.

9. Given the skeletal structure below, what is the name of this monosubstituted benzene?

A. Toluene B. Styrene C. Xylene D. ethylbenzene

10. It is one of the most important classes of organic compounds found in the atmosphere which are highly
reactive and large emission and much more common in coal than in petroleum.
A. Aromatic B. Aliphatic C. Saturated D. Unsaturated
11. Which of the following statement is FALSE about the sources and physical properties of aromatic
hydrocarbons?
A. Coal is the primary source of aromatic hydrocarbons.
B. Aromatic hydrocarbons are soluble in water but insoluble in many organic solvents.
C. They burn readily, usually with smoky yellow flame as a result of incomplete combustion.
D. They are blended with other HCs to make good motor fuels with excellent antiknock properties.
12. In this reaction, an alky group from an alkylhalide(RX)in the presence of catalyst AlCl 3, substitutes for an H
atom on the benzene ring
A. Halogenations B. Sulfonation C. Alkylation D. Acylation
13. A substance that is obtained from coal tar and also known as mothballs that has been used as a moth
repellent for many years.
A. Napthalene B. Anthracene C. Penanthrene D. Pyrene
14. Aromatic hydrocarbons are substituted with an H atom under substitution reaction. Which of the following
DOES NOT belong to this reaction?
A. Oxidation B. Sulfonation C. Alkylation D. Dehydration
15. Draw the structural formula for p-aminophenols.

A. B. C. D.

16. Write the structural formula for isononyl alcohol.

A. (CH3)2-CH-CH2-CH2-CH2-CH2-CH2-OH C. (CH3)3-CH-CH2-CH2-CH2-CH2-CH2-CH2- OH
B. (CH3)2-CH-CH2-CH2-CH2-CH2-CH2-CH2-OH D. (CH3)3-CH-CH2-CH2-CH2-CH2-CH2-CH2- CH2- OH
17. Alcohols and phenol are important hydrocarbons that contain at least one hydroxyl (–OH) group attached to a
saturated or an aryl carbon. What is the IUPAC name for CH3-CH2-CH (OH)-CH2-CH(OH)-CH3?
A. 2,4-hexanediol B. 4,6-heptanediol C. n-hexyl alcohol D. n-heptyl alcohol
18. What is the IUPAC name for CH3-CH2-CH2-CH(OH)-CH2-CH(OH)-CH2-CH2(OH)
A. 1,3,5-trioctanol B. 1,3,5-octanetriol C. 1,3,5-polyhydroxyoctane D. 1,3,5-trihydroxyoctane
19. Using the image below, what is the name for this alcohol?

A. 6-nitro,1,3,4-cyclohexanetriol C. 6-amino,1,3,4-cyclohexanetriol
B. 2-nitro, 1,4,5-cyclohexanetriol D. 5-amino, 1,2,4-cyclohexanetriol

20. Accordingly, alcohols are also classified as monohydroxy, dihydroxy, trihydroxy, etc., on the basis of the
number of hydroxyl groups per molecule. Which of the following is an example of a dihydroxy alcohol?
A. (CH3)2-CH-CH(OH) -CH2-CH(OH) -CH2-CH2-OH C. (CH3)2-CH-CH(OH) -CH2-CH(OH) -CH2-CH3
B. CH3-CH(OH) -CH2-CH(OH) -CH2-CH2-OH D. (CH3)2-CH-CH(OH) -CH2 -CH2-CH3
21. Alcohols are classified as primary (1°), secondary (2°), or tertiary (3°) etc. depending on whether the carbon
atom to which the –OH group is attached is directly bonded to one, two, or three other carbon atoms
respectively. Having 3-pentanol in a structural formula how are you going to classify alcohol?
A. Primary B. Secondary C. Tertiary D. Quaternary
22. Given the structural formula (CH3)3-C-(OH) how are you going to classify this alcohol?
A. Primary B. Secondary C. Tertiary D. Quaternary
23. Secondary alcohols are the alcohols in which hydroxyl group is attached to the secondary carbon atom of the
alcohol molecule. Having this kind of structural formula CH3-CH2-CH2-CH(OH)-CH2-CH3, how will you
name this secondary alcohol?
A. Secondary hexyl alcohol C. Tertiary hexyl alcohol
B. Isohexyl alcohol D. Primary hexyl alcohol
24. Carbon atoms exist in progressively higher stages of oxidation in different functional group compounds:
Alkanes→ Alcohols → Aldehydes/Ketones → Carboxylic acids→ Carbon dioxide. Which of the following is
the chemical formula for aldehyde?
A. R-OH-R B. R-CH=O C. R-CO-R D. R-COOH
25. An alcohol can react with a carboxylic acid to form an ester and water. The reaction is:

A. C.

B. D.
26. It is the principal odorous component of the vanilla bean. It is one of the most widely used flavorings and is
also used for masking undesirable odors in many products, such as paints.
A. Eugenol B. Thymol C. Eugenol D. Vanillin
27. They are the active irritants in poison ivy and poison oak. They are catechol derivatives with an unbranched
15-carbon and side chain in position 3 on the phenol ring.
A. BHT B. Urushiols C. Cresols D. Catechol
28. A syrupy liquid, with a sweet warm taste.
A. Glycerol B. Cresol C. Resorcinol D. Hydroquinone
29. What is the difference between aldehydes and ketones with regards to the chemical properties?
A. Ketones undergo reduction and oxidation while aldehydes undergo reduction reaction only.
B. Ketones undergo reduction reaction only while aldehydes undergo reduction and oxidation.
C. Ketones undergo reduction and oxidation while aldehydes undergo oxidation reaction only.
D. Ketones undergo oxidation reaction only while aldehydes undergo reduction and oxidation.
30. An organic compound containing a functional group with the structure R−CH=O.
A. Aldehyde B. Carboxylic acid C. Ester D. Ketone
31. It is made commercially by fermenting corn or molasses or by dehydrogenation of 2-propanol.
A. Formaldehyde B. Acetone C. Acetaldehyde D. Butanone
32. Give the Non-IUPAC name of CH3-CH2-CO-CH2-CH2-CH2-CH3.
A. 3-heptanone B. n-heptanone C. butyl ethyl ketone D. ethyl butanone
33. Valeraldehyde is a common name for pentanal. Which of the following structural formula is a valeraldehyde?
A. CH3-CH2-CH2-CH2-CH=O C. CH3-CH2-O- CH2-CH3
B. CH3-CH2- CO- CH2-CH3 D. CH3-CH2-CH2-CH2-COOH
34. What is the IUPAC name for CH3-CH2-CH(Br)-CH2-CH(CH2CH3)-CH2-CH=O
A. 3-bromo, 5-ethylheptanal C. 3-bromo, 5-ethylheptanone
B. 5-bromo, 3-ethylheptanal D. 5-bromo, 3-ethylheptanone
35. Name CH3-CH2-CHO using their common names.
A. Formaldehyde B. Acetaldehyde C. Propionaldehyde D. Butyraldehyde
36. Give the IUPAC name for CH3-CH2-CH2-CO-CH2 -CH2-CH2-CH2-CH3.
A. 4-octanone B. 4-nonanone C. 6-octanone D. 6-nonanone
37. Which of the following belongs to an acetal group?

A. B. C. D.
38. Aldehyde’s react with alcohols in the presence of a trace of acid to form hemiacetals. Which of the following
is a hemiacetal?

A. B. C. D.
39. Aldehydes are easily oxidized to carboxylic acids by K 2Cr2O7 + H2SO4 and by mild oxidizing agents such as
Ag+ and Cu+2 ions. If you are going to create a chemical reaction under tollens tests for aldehydes, what
would be the possible reactants and products?

A. C.
 B. D.
40. Give the common for CH3-CH2-CH2-CH2-CH2-CH2-CH2-COOH.
A. Valeric acid B. Caproic acid C. Enanthic acid D. Caprylic acid
41. What is the IUPAC name for CH3-CH2-CH2-CH(Br)-CH2-CH(Cl)-CH2-COOH?
A. 5-bromo, 3-chlorooctanoic acid C. β-chloro, δ-bromocaprylic acid
B. 4-bromo, 6-chlorooctanoic acid D. δ-bromo, β-chlorocaprylic acid
42. Using the skeletal formula, give the common name of the following aromatic acid.
A. ζ- phenylenanthic acid C. ζ- phenylvaleric acid
B. ζ- phenylcaprylic acid D. ζ- phenylpelargonic acid

43. What is the structural formula for β, γ-dimethylvaleric acid?

A. CH3-CH2-CH(CH3)-CH(CH3)-COOH C. CH3-CH2-CH2-CH(CH3)-CH(CH3)-COOH
B. CH3-CH(CH3)-CH(CH3)-CH2-COOH D. CH3-CH2-CH(CH3)-CH(CH3)-CH2-COOH
44. Give the common name for CH3-CH2-CH2-CH(CH2CH3)-CH(CH3)-COOH
A. α- methyl, β -ethylcaproic acid C. β - methyl, γ -ethylcaproic acid
B. α- methyl, β -ethylcapric acid D. β - methyl, γ -ethylcapric acid
45. Using the skeletal formula, give the IUPAC name of the following aromatic acid.
A. 2,3-dibromo, 5-nitrobenzoic acid C. 2,3-dibromo, 5-nitrocarboxylic acid
B. 5,6-dibromo, 3-nitrobenzoic acid D. 5,6-dibromo, 3-nitrocarboxylic acid

46. The simplest member of the aliphatic series.

A. Oxalic B. Acrylates C. Oleic acid D. Sodium benzoate
47. Also called as o-hydroxybenzoic acid which is use to prepare aspirin.
A. Salicylic acid B. Butyric acid C. Acetic acid D. Capric acid
48. Use to preserve foods such as tomato ketchup and fruit juices.
A. Aspirin B. citric acid C. Malic acid D. Sodium benzoate

49. The first four members(formic-butyric) of the carboxylic acid series are colorless liquids, completely miscible
with water and have sharp unpleasant odors. It only signifies that carboxylic acid are…
A. High in boiling points for their molecular weights- higher even than those of comparable alcohols.
B. Low in boiling points for their molecular weights- higher even than those of comparable alcohols.
C. High in boiling points for their molecular weights- lower even than those of comparable alcohols.
D. Low in boiling points for their molecular weights- lower even than those of comparable alcohols.

50. What is the difference between acetic acid and vinegar?

A. Acetic acid is an IUPAC name while vinegar is a source.
B. Acetic acid is a source while vinegar is an IUPAC name.
C. Acetic acid is a source while vinegar is a common name for carboxylic acid.
D. Acetic acid is a common name for carboxylic acid while vinegar is a source.

Pray before taking your Exam. Goodluck and God Bless!

Father, Be with me as I take this exam. Keep my mind alert and my memory sharp. Calm my nerves
and help me concentrate. I know that you walk with me, Guiding my path and inspiring my heart. I pray that
I would feel you with me, And that your friendship would soften the pressure I feel. I pray that I would pass
this exam and go on to new things with you. Thank you for your peace and your love in my life. Thank you
for your kindness and care for me. Amen.