SK0024

ANALYTICAL & ORGANIC CHEMISTRY

TUTORIAL 5
INTRODUCTION TO ORGANIC CHEMISTRY

1. Convert the following skeletal structural formula to the condensed structural formula.

a)

b)

2. Convert the following condensed structural formula to the skeletal structural formula.

a) (CH3)3CCH2CH(CH3)C2H5 b) CH3(CH2)2CH(CH3)CO2H

3. Given below is the structural formula for a) epicatechin and b) ferulic acid, which can
be found in fruits (apples, blackberries and pears) and plants. Identify all the
homologous series and functional groups in this compound.
(a)
OH

HO O
OH

OH

OH

(b)
O

O OH

HO
4. Classify each carbon in the structure below whether it is primary, secondary, tertiary,
or quaternary carbon.

N O

5. Draw all possible constitutional isomers with molecular formula that have only single
bond for a) C4H10O and b) C6H14

6. Draw the general formula of functional group for the class of organic compounds
below:

Class Functional group

Haloalkane/alkyl halide
Aldehyde
Ketone
Alcohol
Ester
Ether
Carboxylic acid
Acyl chloride
Amine
Amide
Nitro

7. Define electrophile, nucleophile. From the lists below, categorize them into their
groups.

CH3O-, OH-, H2O, CH3OH, Br-, HBr, HCl, RCOO-, NH3, CN-, CH3-, CH3COCH3
8. In reaction schemes below determine the electrophile, nucleophile and leaving group.
(a)

(b)