English Medical School Faculty of Medicine S1- 2022/2023

Tutorials of Organic Chemistry

Serie 1
Exercice 1
Draw the following molecules 1 et 2 using the skeletal formula (bond lines) and determine the hybridization
(sp3, sp2, sp) of carbon atoms.

H 2C C C C CHO H 3C CH CH CH2 COOH

CH 3
1 NH2 OH 2
Exercice 2
Give names to the functional groups of the following molecules and determine the monovalent, bivalent and
trivalent functional groups.
H3C O
COOH O O
O CH3 HO
C N OH
H
O HO H
NH2
Aspirin Vitamin B5
(anti-inflammatory)

Exercice 3
Give names to the following molecules
O
H3C C C CH CH3
H
Cl Citral
(Lemon)
CHO

HO COOH
OMe
NH2
OH HO
Vanillin L-DOPA
(Vanilla flavour) (dopamine precursor)

Exercice 4
Elemental Analysis of an organic compound indicates its Composition to be : % C = 62,1 ; % H =10,3 ; %
O = 27,6.
1) Mass spectral analysis indicates a molecular weight of 58g/mol. What is the molecular formula for this
compound ?
2) Draw all the possible bond-line structures of isomers with this molecular formula.
3) Determine the isomeric relationship between the following pair of molecules

H3C C CH3 H3C CH2 CHO

H3C C CH2
H 3C CH CH OH
OH

O O

Prof. T.OUCHBANI