BINDURA UNIVERSITY OF SCIENCE EDUCATION
CHEMISTRY DEPARTMENT
CH103: ORGANIC CHEMISTRY I
ASSIGNMENT 1
1
(a) Name the following compound
(b)
Draw the structure of 4-(2,2-dibromoethyl)-3,5-dichloropentane.
(d)
Which carboxylic acid would you expect to be stronger, A or B? Explain your
answer.
(e) Assign R,S configuration to chiral centres in the following molecules:
HO
O
HO
HO
O
NH2
H
H
H3C
H
CH3
HO
H
NH2
H3C
CH2
2
(a)
For each molecule below predict whether the molecule would be expected to
show aromatic character or not. Explain your answer in each case.
Mplecule A
Molecule B
(b)
For the compound CH3CHClCHClCH2CH3 draw the Newman projections of the
staggered, eclipsed and gauche conformations.
(c)
The alkane formed by hydrogenation of (S)-4-methyl-1-hexene is optically active
while the one formed by hydrogenation of (S)-3-methyl-1-pentene is not. Explain
(d)
Use Zaitsev rule to predict products of the following reaction.
H3C
CH2
+
HBr
(c)
Use Br2 to illustrate homolytic and heterolytic cleavage
(d)
With the aid of an example, explain the use of Markovnikov's rule in
addition reactions
BINDURA UNIVERSITY OF SCIENCE EDUCATION
CHEMISTRY DEPARTMENT
CH103: ORGANIC CHEMISTRY I
ASSIGNMENT 2
1
2
(a)
Write resonance structures for chlorobenzene to show the electron donating
resonance effect of the chloro group.
(b)
Predict major products of the following reactions:
(i)
Mononitration of bromobenzene
(ii)
Monobromination of aniline
(a)
What are the products of the following reaction? Explain your answer.
CH3
HBr/ ether
H3C
(b)
CH2
Circle and name each functional group in compound below:
O
OH O
CH3
H
O
CH3
CH3 O
O
(c)
Define the term regio-specific.
(b)
Starting from benzene show how the following can be synthesized.
CH3
OH
Br
Cl
N
O
CH3
O
END