MEDICAL COLLEGES OF NORTHERN

PHILIPPINES
Alimannao Hills, Peablanca Cagayan
3502

Semi Final
Examination
ORGANIC
CHEMISTRY S.Y.
2014-2015

I. Multiple Choice. Read and analyze the statements carefully. Shade the circle that
corresponds to the letter of your choice. Use the answer sheet provided. ( 40 Points
)
1. Alcohols are formed from .
A. reduction of C. hydration of alkenes
aldehydes D. all of these
B. reduction of
ketones
2. Which of the following is a source of halogen for halogenation reaction of alcohols?
A. GaCl3 C. PCa3
B. NF3 D. PCl3
3. Ethers are formed from alcohols through .
A. oxidation reaction C. intermolecular dehydration
B. reduction reaction D. intramolecular dehydration
4. Which of the following is not used as an oxidizing agent?
A. H2CrO4 C. KMnO4
B. H2SO4 D. K2Cr2O7
5. Aldehydes are formed from .
A. hydration of alcohols C. hydrogenation of alcohols
B. dehydration of alcohols D. dehydrogenation of alcohols
6. The alcohol produced from the reduction of a ketone is a .
A. primary C. tertiary alcohol
alcohol D. all of these
B. secondary
alcohol
7. An alcohol which could be used in the preparation of a carboxylic acid.
A. Primary alcohol C. Tertiary alcohol
B. Secondary D. All of these
alcohol
8. Which of the following UIPAC names can produce a ketone?
A. Pentanol C. 2-methyl-2-butanol
B. 2-pentanol D. 3-methyl-3-hexanol
9. Which of the following alcohols is most
polar? C. 1,2,3-propanetriol
A. Propanol D. None of these
B. 1,2-propanediol
10. These are the sulfur analogs of C. Thiols
alcohols. D. Ethers
A. Aldehydes
B. Ketones
11. According to the IUPAC system, the shorter R group of ethers are named as .
A. C. alkyl
alkane D. alkene
B.
alkoxy
12. The functional group of a ketone is always located .
A. at the end of the C. Both A and B
chain D. Neither A nor B
B. in between carbon
atoms
13. All of the following statements about alcohols are correct except .
 A. All alcohols can be reduced C. All alcohols can be oxidized
B. All alcohols can undergo D. All alcohols can undergo
dehydration combustion
14. When an aldehyde is made to react with a molecule of alcohol, what is formed?
A. Acetal C. Hemiacetal
B. Ketal D. Hemiketal
15. Acetal formation involves .
A. Oxidation C. Hydration
B. Reduction D. Dehydration
16. In giving common names for ethers, R groups are named as .
A. C. Alkene
Alkane D. Alkoxy
B. Alkyl
 17. Which of the following conversions uses water in the reaction?
A. Alcohol to C. Alcohol to alkene
ketone D. Alkene to alcohol
B. Ketone to
alcohol
18. What is the catalyst used in the dehydration of alcohols?
A. C. H2SO4
H2CrO4 D. H3O
B.
H3PO3
19. Which of the following conversions eliminates water in the reaction?
A. Alcohol to C. Alcohol to alkene
ketone D. Alkene to alcohol
B. Ketone to
alcohol
20. The reaction of an alcohol with PX3 yields to the formation of
A. carbon C. alkyl halide
dioxide D. all of these
B. water
Nos. 21-25. Identify the type of reaction in the following conversions.
A. Oxidation C. Hydration
B. Reduction D. Dehydration
21. alcohol aldehyde
22. Alkene alcohol
23. Aldehyde carboxylic
acid
24. Alcohol alkene
25. Alcohol ether

Nos. 26-30. Identify the type of alcohol from which the following compounds are
made of.
A. Primary alcohol C. Tertiary alcohol
B. Secondary
alcohol

26. Carboxylic acid

27. Aldehyde
28. Acetal
29. Hemiketal
30. Ketone

Nos. 31-35. Classify the following alcohols.

A. Primary alcohol B. Secondary alcohol C. Tertiary
alcohol

31. 3-methyl-3-pentanol
32. 3,3-dimethylpentanol
33. 3-methyl-2-hexanol
34. 1,4-dimethyl-3-pentanol
35. 2,3,4-trimethylhexanol

Nos.36-40. Predict the possible organic compound formed in each of the following
reactions.

A. Alcohol C. Ketone E. No Answer

B. Carboxylic D. alkene
acid

K2Cr2O7
36.
butanone K2Cr2O7
37. cyclohexanal
38. 2- H2SO4
pentanol
KMnO4
39. hexanol
KMnO4
40. 2-
propanol
II. Drawing structures and predicting the product.

1. What alcohol starting material is needed to prepare each carbonyl compound

as a product of an oxidation reaction?

2. What is formed when each aldehyde or ketone is treated with two

equivalents of ethanol in the presence of H2SO4?

III. Given are incorrect IUPAC names. Write the correct IUPAC name for the intended
compound.
(10 Points)

1. 2,2-dimethyl-3-butanone
2. 4-methyl-4-pentanethiol
3. butoxypropane
4. 5-aminobenzaldehyde
5. 2-methyl-4-pentanone

Prepared
by:

JERRYPOL CASIL PALMA

Instructor

Recommending Approval: Approved by:

IRISH MARY JANE T. MALLILLIN, MST PRESENITA C. AGUON, Ph.D

Chairperson, General Sciences Cluster Vice President for Academic Afairs
 MEDICAL COLLEGES OF NORTHERN
PHILIPPINES Alimannao Hills, Peablanca
Cagayan 3502

SEMIFINAL
EXAMINATION IN
ORGANIC
CHEMISTRY

Name: Score:
Year/Course: Date:

A B C D A B C D

1. O O O O 21. O O O O
2. O O O O 22. O O O O
3. O O O O 23. O O O O
4. O O O O 24. O O O O
5. O O O O 25. O O O O
6. O O O O 26. O O O O
7. O O O O 27. O O O O
8. O O O O 28. O O O O
9. O O O O 29. O O O O
10. O O O O 30. O O O O
11. O O O O 31. O O O O
12. O O O O 32. O O O O
13. O O O O 33. O O O O
14. O O O O 34. O O O O
15. O O O O 35. O O O O
16. O O O O 36. O O O O
17. O O O O 37. O O O O
18. O O O O 38. O O O O
19. O O O O 39. O O O O
20. O O O O 40. O O O O

II. PREDICTING THE PRODUCT:

1. A. B. C.

2. A. B. C. D.

III. NAMING

1.

2.

3.

4.
5.