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Islamic University of Gaza
Faculty of Science / Chemistry
Organic Exam
Time 2 hours
Org final 2007.doc
Jan / 2008
Name …………………………………………………….St. No………………….
1) A)
Indicate if the following statements are true ( √ ) or false ( X)
50
(
) 1- Ozonolysis of 2,3-dimethyl-2-butene produces only acetone.
(
) 2- The stability of a charged system is increased by concentration of charge.
(
) 3- Inductive effect depends on the electronegativity.
(
) 4- Tertiry amines react with acetyl chloride producing amides
(
) 5- Phenols are prepared from the reaction of diazonium salts with H3PO2
(
) 6- Isopropylamine is more basic than p-methylaniline
(
) 7- Primary alcohols react fastly with HCl.
(
) 8- Ethyl propenoate is reduced to allyl alcohol using LiAlH4 .
(
) 9- KMnO4 oxidizes primary alcohols to aldehydes.
(
) 10- Unsymmetrical ethers are generally prepared by acidic dehydration of alcohols.
(
) 11- Cliasen condensation is a substitution reaction leading to 3-ketoesters.
(
) 12- Acetylsalicylic acid is an example of the reaction of a phenol with acetic anhydride.
(
) 13- Hydroxyacids may give ethers upon heating in presence of acids.
(
) 14- Methyl acetate is also called ethyl ethanoate
(
) 15- Benzoic acid is obtained from oxidation of cumen using KMnO4
(
) 16- Tertiary alcohols are dehydrated faster than primry ones.
(
) 17- Dehydrohaolgention of sec-butyl bromide produces only 2-butene.
(
) 18- Chloral is more reactive than ethanal.
B) Name the following compounds
H
O
H3C
CH3
OH
H3C
O
Cl
CH3
CH3
O
H3C
15
O
H
OH
H
CH2CH3
OH
C) Draw the structure of the following compounds:
Z-3-pentenamide
Chloral hydrate
1
Phthalic anhydride
2) Complete the following Schemes
15
Propylchloride
Ethylene glycol
H+
H+
NaH
CH3
H3C
CrO3 / H+
OH
Acetaldehyde
AcOH
HCN / KOH
H+
O
1) 1 NaOEt
CH2CH3
2 NaOEt
2) ethylacetate
2
10
NaOEt
ammonia
1) EtMgBr
OEt
O
1) LiAlH4
2) H2O / H+
2) H2O / H+
hexanedioic acid
NH2
maleic anhydride
3
PhBr
3) Complete the following equation and suggest a mechanism
for the formation of both products
10
CH3
CH3
CH3CH2OH
+
H3C
Br
major
5) How can you prepare the following compounds?
A) 4-Chlorophenol starting from benzene
B) Butanoic acid starting from propene
‫طيبا‬
ً ‫انتهت األسئلة – ح‬
ً ‫ظا‬
4
minor