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24/03/2021

Organic Chemistry Lab


Dr. Ghada Al Kadamany

Optical Activity
Spring 2020-2021
Section 11

By:
Leen Hamdash – 202001797
Mohamad El Atat – 202001902
Optical Activity
Optical activity is a physical property of molecules, where they exhibit the ability
to rotate plane-polarized light. For a molecule to be optically active it must be
chiral. A chiral molecule is a molecule containing a carbon with four different
groups (tetrahedral atom) and can exist in one of two stereoisomeric structures.
Chirality is when two objects are mirror images to each other, yet they are non-
superimposable. These are called enantiomers and they have the same atomic
components, chemical bonds, physical, and chemical properties. However, they
differ in their arrangement in space and their interaction with polarized light.
Polarized light is light where the electromagnetic oscillations have been oriented in
a particular plane perpendicular to the direction in which the light is moving. When
all photons from a light source have their electric fields oscillating in the same
plane, then the light is plane-polarized. The difference between plane-polarized
light and ordinary light is that plane-polarized light consists of only those beams
that vibrate in the same plane while non-polarized light consists of many beams
vibrating in different planes. Polarized light can be produced by passing ordinary
light through a polarizer that allows one component only to pass through. Optical
rotation is measured by the angle of rotation of the plane of polarized light and can
be determined with a device named polarimeter. The simplest Polarimeter
consists of monochromatic light source, polarizer, sample tube with a solution
having the chiral molecule in it, second polarizer, which is called the analyzer,
and a light detector. The plane polarized light is turned or rotated by optically
active compounds: the enantiomers either to the right (positive) or clockwise or
counterclockwise (negative). Both enantiomers rotate light by exactly the same
magnitude but in opposite directions. Solutions with the same concentration of both
enantiomers of a chiral compound are called racemic mixtures thus, they are
optically inactive as the clockwise and counterclockwise optical rotations cancel
each other out. For specific rotation, it has to be a specific property of a chemical,
angle rotation obtained under standard conditions which are the concentration of
1g/ml, the tube length through which the light is passing should be 10 cm, the
temperature has to be fixed, and the wavelength of the polarized that we are using
has to be fixed. Optical rotation measurements can be used for quantitative analysis
to determine an unknown concentration and/or purity of a substance or simply to
detect the presence of an optical active chemical in a mixture. As concentration
increases, the optical rotation increases. Specific rotation is a characteristic of the
optically active substance, it is constant at a given temperature and wavelength of
light used. An experiment was designed to determine the concentration of an
unknown sugar. 6 solutions of different concentrations are prepared by dissolving
5, 10, 15, 20, 25, 30 g of sugar in 100 ml volumetric flasks respectively. The tube
of the polarimeter, of length 0.5 dm, is filled with de-ionized water to zero it and
then calibrated by checking a 10.0 % solution of this sugar. The polarimeter cell is
then filled with each solution and the rotation is measured using plane polarized
light. Next, the polarimeter cell is filled with the sugar solution of unknown
concentration and the rotation is measured. The optical rotation observed is 9.07◦,
and the concentration calculated is 0.07 g/ml.

This graph shows that as the concentration increases, the optical rotation increases.
Any distortion of the curve obtained could be due to some experimental error. This
distortion might be the result of adding water in the volumetric flask to a slightly
higher or lower than the line mark which affects the concentration. Also, gas
bubbles that might take place in the tube of the polarimeter. Another factor of error
is improper shaking of the volumetric flask leading to the sugar being incompletely
dissolved in water or inaccurate weighing of the sugar. One more distortion is the
presence of impurities in the sugar.
α
2) α = Cl  α =αCl = 19*0.2*2 = 1.25

% = (0.5/1.25) * 100 = 40%


3) α = α/Cl = 104 / (0.805*1) = 129.2◦

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