CHAPTER 3- Practice Exercises (ORGANIC CHEM I )
________DR. PAHLAVAN
1. Identify the following compounds as aromatic ketone, tertiary chloride, aminoacid, aldehyde, and
secondary chloride.
H
Cl
C =O
b)
a)
COOH
c)
d)
H
NH2
Cl
2. Circle and name each functional group in the followings and label the indicates carbons atoms in the
structures as 1o, 2o, 3o, and 4o.
CH3
O
CH2 - C
H-O-C
CH3
3. Identify the following pairs of compounds as :
I. Identical
C. Constitutional isomers
S. Stereoisomers
N. None-isomers
O
O
and
and
H
H
CH3
H
CH3
and
H
and
H
CH3
CH3
CH3CH2
CH3CH2CH3 and
and
CH3
CH3 O CH3
CH3
and
H
C=C
CH3 CH2 OH
H
H
and
and
C=C
and
H
CH3
CH3
CH3
1
4. How many functional groups are in the following molecules and name the functional groups.
CH3
CH2 = C
C=O
(a)
CH2OH
O
CH3 O CH2 C = O
OH
(b)
H
CH3CHCH-C O CH2CH3
CH3
Cl
(c)
NH2
(d)
CH3
5. Provide proper IUPAC names for each compound below:
a) (CH3)2 CH (CH2)3 CH (CH3)2
b) (CH3)2CHCH2CH2CH(CH2CH3)CH(CH3)2
c)
d)
H
CH(CH3)2
e)
f)
H
CH- CH3
g)
h)
CH3
CH2CH3
i)
k)
j)
l)
2
CH(CH3)2
6. Draw structures corresponding to each of the following names:
a) 2,2,4-trimethylpentane
b) 2-cyclopentylpentane
c) 4-(2,2-dichloroethyl)-3,5-dimethyloctane
d) trans-1-sec-butyl-2-ethylcyclohexane
e) trans-1,4-di-t-butylcyclohexane
f) cis-1,2- dimethylcyclobutane
g) 4-isopropyloctane
h) cyclobutylcyclopentane
i) bicyclo[2,2,1]heptane
j) spiro[3,5]nonane
3
7. Consider the structure of cortisone acetate, active ingredient in steroid skin cream:
a)
b)
c)
d)
e)
circle the functional group
determine the hybridization of indicated atoms
determine the bond angles of indicated atoms
determine the type of carbon of indicated atoms
determine the total number of secondary hydrogen in the molecule
O
(d)
O
O
(a)
(e)
H
O
(c)
(b)
8. Complete the following reactions:
a) C3H8(g) + O2(g)
light
b) CH4(g) + 2Cl2(g)
light
c)
+ Cl2(g)
d)
e)
Cl2 /light
+
O2 (g)
4