‫بسم هللا الرحمن الرحيم‬
Final Exam Period 2
Chem. 541 / Group 34142
Date: 13/03/1431- 32/05/2010
Student Name:---------------------------------------------------------------------Student’s Id. No.:------------------------------1. The correct IUPAC name for the following compound is
CH3CH2
CH2CH3
N
O
a) N,N-diethyl-3-amino-2-pentanone
b) Diethylbut-2-one-3-amine
c) Diethylbut-4-one-3-amine
d) N,N-diethyl-3-amino-4-pentanone
2. Which is the most reactive compound in the electrophilic aromatic substitution?
CH3
a)
CHO
b)
c)
NH2
d)
3. Addition of Grignard reagent to any ketone will give :
a) Primary alcohol
b) Scondary alcohol
c) Tertiary alcohol
1
d) Carboxylic acid
4. The correct IUPAC name for the following compound is
O
Cl
a) Isobutanoyl chloride
b) 3-Methyl-butanoyl chloride
c) 1-Chloro-3-methylbutanone
d) 2-Methyl-butanoyl chloride
5. Which of the following is a correct name according to IUPAC rules?
a) 2-Methylcyclohexane
b) 2-Ethyl-2-methylpentane
b) 3,4-Dimethylpentane
d) 3-Ethyl-2-methylpentane
6. The structure of Styrene is
CH3
NH2
a)
b)
CH=CH2
OCH3
c)
d)
7. Which of the following amines is the most basic
NH2
NH2
NO2
NH2
c)
d)
NO2
a)
b)
2
8. How are these compounds related?
H
H
H
C
C
H
H
H
O
H
H
C
H
O
C
H
a) The same
H
H
b) Geometrical isomers
c) Structural isomers
d) Not related at all
9. All of the following compounds can form intermolecular hydrogen bonds except
a) Acids
b) Alcohols
c) Thiols
d) Aldehydes
10. What is the product of this reaction?
+
CH3MgI
a) CH4
H2O
b) CH3CH3
c) CH3OH
d) CH3OCH3
11. The compound of the highest acidity is
O
O
O
O
OH
OH
OH
OH
F
a)
12.
OCH3
HO
b)
c)
2,3-Dimethyl-2-butene undergoes catalytic hydrogenation to give:
a) 2,3-Dimethylbutane
b) 2-Methylpentane
c) 2,2-Dimethylbutane
d) 3-Methylpentane
3
d)
13. The main product of the following reaction is
CH3CH2OH
H / 
+ CH3CH2COOH
O
O
O
b)
a)
O
O
d)
c)
O
O
14. The correct IUPAC name of the following compound is
a) 2-Hydroxy-butanal
b) 2-Hydroxy-butan-3-one
c) 3-Hydroxy-butan-2-one
d) 3-Oxo-2-butanol
15. 3-Cyclopentene carboxylic acid is
CHO
a)
COOH
COOH
CHO
b)
c)
d)
16. Which of the following compounds will show geometrical isomerism?
a) CH2=CHCl2
b) ClCH=CHBr
c) CH2=CHCl
d) Cl 2C=CBr2
17. Which of the following is ketal
OR
NHR
NHOH
NHNH2
RO
a)
b)
c)
4
d)
18. The structure of vinyl bromide is
Br
Br
CH2=CH-Br
Br
a)
b)
c)
19. What is the best name for the following compound?
H
H
C
CH3-CH2
CH2-CH2CH3
C
a) 3-Methylenehexane
b) 2-Propyl-1-butene
c) 4-Ethyl-4-pentene
d) 2-Ethyl-1-pentene
20. Amines can be prepared by the reaction of
a) Acid + Alcohol
b) Alkyl halides + Ammonia
c) Acid +Base
d) Two molecules of alcohols
21. The molecule of the highest boiling point is
a) CH3-CH2-CH2-CHO
b) CH3CH2CH2CH2OH
c) CH3CH2OCH3CH2
d) CH3CH2CH2COOH
5
d)
22. The main product of the following reaction is
i) O3 / CCl4
ii) Zn / H2O
O
a)
O
b)
O
O
O
c)
O
d)
H
H
H
H
O
O
23. Which of the following compounds is not aromatic
a)
b)
c)
d)
24. What is the major product expected from the following reaction?
H3C
a)
C
C
CH3-C=CH2
Cl
HCl
H
H3C
b)
H
C
H
C
Cl
c) CH3-CH2-C-H
Cl
6
Cl
Cl
d) CH3-C-CH3
Cl
25. What is the major product of the following reaction?
HBr
H2C
CH-CH2-OH
Br
b) CH2=CH-CH2-Br
a) CH3-CH-CH2-Br
OH
Br
d) CH3-CH-CH2-Br
CH3-CH-CH2-OH
c)
26. What is the major product of the following reaction?
CH3-CH2-CH-CH3
+
ethanol / heat
KOH
Cl
a) CH2 =CH-CH2-CH3
b) CH3-CH=CH-CH3
c) CH3-CH2-CH2-CH3
d) CH3-CH2-CH-CH3
OH
27. The structure of 2-butyne-1,4-dioic acid is
a)
HOOC
C
c)
HOOC
H2C
C
COOH
C
C
COOH
b) HOOC
C
H
C
H
COOH
d) HOOC
C
C
COOCH3
28. The correct name for the following structure is:
CH3
CH2CH3
Cl
a) 1-Chloro-3-ethyl-4-methylcyclohexane b) 4-Chloro-2-ethyl-1-methylcyclohexane
c) 1-Methyl-2-ethyl-4-chlorocyclohexane d) 5-Chloro-1-ethyl-2-methylcyclohexane
7
29. The product of the following Coery-House synthesis is:
+
CH3CH2Br
Li(CH3)2Cu
a) n-Butane
b) n-Hexane
c) Isobutane
d) n-Propane
___________________________________________________________
30. What is the major product of the following reaction?
CH3-CH=CH2
+
Br2, H2O
b) CH3-CH-CH2
a) CH3-CH2-CH2
Br Br
Br OH
OH Br
OH
d) CH3-CH-CH2
c) CH3-CH-CH2
31. Which compound of the following would not give Aldol condensation reaction
O
a)
b)
O
Cl
c) CH3CHO
Cl
H
d)
O
32. The correct IUPAC name of the following compound is
O
O
a) Ethoxypropanone
b) Ethyl propanoate
c) Ethyl propyl ether
d) Ethyl propyl anhydride
33.The major product for the following reaction is:
CH2=CH-CH3
a) CH2-CH2-CH3
OH
+
KMnO4
cold, OH-, H2O
b) CH3-CH2-CH3
c)
8
CH2-CH-CH3
OH OH
d)
CH2-CH2-CH2
OH
OH
34. The alkyl bromide of the highest boiling point is:
c) CH3Br
b) CH3CH2Br
a) CH3CH2CH2Br
d) CH3CH2CH2CH2Br
35. Alkenes can be converted to epoxides using
a) CH3COOH
b) CH3COCH3
c) CH3CHO
d) CH3COOOH
36. Which amine of the following is tertiary amine
N
N
N
H
NH2
a)
b)
c)
d)
37. The major product of this reaction is:
CH3-CH2-CH3
+
UV / heat
Cl2
Cl
CH3-CH-CH3
a)
c)
b) CH3-CH2-CH2-Cl
CH2-CH2-CH2
Cl
d) CH3-CH2-CHCl2
Cl
38. The following compound is considered as
O
OH
CH3
a) Aldol product
CH3
b) Enol
c) Cyanohydrine
d) Acetal
39. The structure of phthalic acid is
COOH
COOH
COOH
a)
COOH
COOH
OH
b)
c)
d)
OCH3
9
40. The correct IUPAC name of the following compound is
O
H
a) 3-Methyl-5-Hexenal
b) 1-Heptenal
c) 4-Methyl-5-hexenal
d) 4-Methyl-5-hexyneal
41. The main products of the following reactions are:
i.
O
NaOH / I2
a) CH3CH2COONa + CHI3
c) CH3CH2COOCOCH2CH3 + CHI3
b) CH3CH2COOH + CHI3
d) CH3CH2CHO + CHI3
O
ii.
1) LiAlH4
Cl
a) CH3COOH
2) H3O
b) CH3CHO
c) CH3CH2OH
d) CH3OCH3
NO2
iii.
KMnO4 / 
NO2
a)
O
b)
c)
NO2
d)
O
10
COOH
CN
iv.
Br2 / FeBr3
CN
CN
CN
CN
Br
Br
Br
Br
Br
a)
b)
c)
v.
O
d)
i) LiAlH4
ii) H3O
a) CH3CH2OH
b) OHCH2CH2OH
c) CH3COOH
d) CH3OCH3
vi.
CH3-CH2-CH-CH2-CH3
HBr
Zn
Br
b) CH3-CH2-CH=CH-CH3
a) CH3-CH2-CH-CH2-CH3
Br
Zn
d)
c) CH3-CH2-CH2-CH2-CH3
CH3-CH-CH-CH2-CH3
Br
11
O
vii.
P2O5
CH3
a) CH3CH2NH2
NH2
b) CH3NH2
c) CH3COOH
d) CH3CN
O
viii
.
Br2 / NaOH
NH2
a) CH3CN
ix.
b) CH3CH2NH2
O
c) CH3NH2
d) CH3COOH
O
NH3
O
a) CH3COOCH3 + CH3CH2CONH2
c) CH3CH2CHO +
b) CH3CH2COOH + CH3CH2CONH2
CH3COOCH3
d) CH3CH2CHO + CH3CONH2
12
x.
What is the major product of the following reaction?
OH CH
3
H2SO4 / heat
CH 3-CH 2-C-CH
CH 3
CH 3
CH 3
H 3C
C
a)
CH 3
CH 3
CH
H
b)
C
H
CH 3
CH
C
C
H 3C
CH 3
CH 3
H
c)
CH
C
H
H 3C
CH 3
d)
C
CH 2CH 3
CH 3
C
CH 2CH 3
،،،‫وباهلل التوفيق‬
Dr. Nahed Nasser EL Sayed / Dr. Noha Elnagdi
13
C
CH 3
CH 3