Thursday 23 May 2013

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EXPERIMENT 5: EXPERIMENT USING LIPID




INTRODUCTION
 Triglyceride is an ester composed glycerol and three fatty acids. Saponification number primarily serves to determine the proportion of fatty acid esters in the sample. In this experiment we prepare soap from vegetable oil. Vegetable oil are esters of carboxylic acids which have a high molecular weight and contain the alcohol, glycerol. Chemically, these fats and oils are called triglycerides. The principal acids in vegetable oils can be prepared from the natural triglycerides by alkaline hydrolysis (saponification). The saponification reaction is a base usually NaoH or KOH hydrolysis of triglycerids to make three salts (soap) and glycerol. The molecules crystallize differently depending on the base used. Soap is made by the saponification reaction. It is an exothermic chemical reaction which happens when fatty acids react with base. This process involves boiling the fats together with the base. The crude soap obtained from the saponification reaction contains sodium chloride, sodium hydroxide, and glycerol. These impurities are removed by boiling the crude soap curds in water and re-precipitating the soap with salt



MATERIALS:

Triglyceride sample: e.g. Coconut oil, corn oil, palm oil, margarine, butter
Solvent (1:1 ethanol/ether)
0.5M KOH
Phenolphthalein
0.5M HCl


 PROCEDURE



1.Saponification of tryglyceride
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2. Application : making Soap



RESULT:


1.Saponification of triglyceride

Sample
Blank
(V HCl used in liter)
Sample (V HCl used in liter)
Mol for blank
Molarity x V HCl (blank)
Mol for sample
Molarity x V HCl (sample)
Mol of reacted KOH or MolKOH
Saponification number = MolKOH x 56.1 x 103 gram of fat
Palm
0.025
0.025
0.013
0.012
0.0003
14.0 g
Corn
0.026
0.024
0.013
0.012
0.0010
56.1 g
Sunflower  
0.027
0.022
0.014
0.011
0.0030
168.3 g

Table 1: Result of Saponification Number of Different Types of Oils

2.Application : Making Soap





DISCUSSION:

1.      Saponification of triglycerides

Triglycerides or triacylglycerols are composed of three fatty acids each in ester linkage with a single  glycerol. Since the polar hydroxyls of glycerol and the polar carboxylates of the fatty acids are bound in ester linkages, triacyl glycerols are non polar hydrophobic molecules, which are insoluble in water. Saponification is the hydrolysis of fats or oils under basic conditions to afford glycerol and the salt of the corresponding fatty acid.
The saponification number is the number of milligrams of potassium hydroxide required to neutralize the fatty acids resulting from the complete hydrolysis of 1 g of fat. It gives information concerning the character of the fatty acids of the fat. The longer the carbon chain, the less acid is liberated per gram of fat hydrolyzed. It is also considered as a measure of the average molecular weight or chain length of all the fatty acid present. The long chain fatty acids found in fats have low saponification value because they have a relatively fewer of carboxylic functional groups per unit mass of the fat and therefore high molecular weight. The principle in this experiment is fats (triglycerides) upon alkaline hydrolysis (either with KOH or NaOH) yield glycerol and potassium or sodium salts of fatty acids (soap).
In this experiment, there are 3 types of oil or fat are used such as palm oil, corn oil and sunflower oil. The result shows that sunflower oil has the highest saponification number. So that, it means that sunflower oil has the shortest chain of fatty acid and lower molecular weight. Corn oil is the shorter fatty acid chains and  the long fatty acid chains is the palm oil with high molecular weight. However, all the results obtained are differ from the theoretical value. The actual saponification number of these oils is shown in the Table 2:

Sample (Oil)
Saponification Number
Palm oil
196-205
Sunflower oil
188-194
Corn oil
188-193

Table 2: Actual Saponification Number

Actually, the highest saponification number should be the palm oil and followed by the sunflower oil and the lowest is the corn oil. From the saponification number, we will know that palm oil has the shortest fatty acid chains while the corn oil has the long fatty acid chains. In this experiment, the result obtained is differ from the theory due to error occurred while carrying out the experiment. The titration process may have contributed to an error for this result as the volume of HCl used in the titration might be excess after the indicator pink color turn to colorless.

Application : making soap

Making soap was a long process.  Since water and oil do not mix, this mixture had to be continuously stirred and heated sufficiently to keep the fat melted. Slowly a chemical reaction called saponification would take place between the fat and the hydroxide which resulted in a liquid soap.  When the fat and water no longer separated, the mixture was allowed to cool.  At this point salt, such as sodium chloride, was added to separate the soap from the excess water.  The soap came to the top, was skimmed off, and placed in wooden molds to cure.  It was often aged many months to allow the reaction between the fat and hydroxide to run to completion.  Poorly make soap could contain excess alkali and could dry and chap people's skin
Soaps have hydrocarbon and ionic ends. The hydrocarbon ends are hydrophobic and non-polar. The ionic ends are hydrophilic and polar. When both oil and water present and mix with the soap. The hydrophobic part of the soap mixes with the oil, while the hydrophilic part of the soap mixes with the water. The attraction of the polar end of the soap is strong enough to pull the grease molecules into the water. Therefore, the grease molecules associated with the non-polar ends are pulled into the water along with the soap molecules. The soap and grease combine and arrange in the form of micelles. Finally the micelles will disperse in the water.   

QUESTION:
1.      What is the relationship between saponification and phase (liquid / solid) of a triglyceride?

For any chemical reaction to occur, including saponification, the reactant should be in the same phase. Hydroxide will almost entirely exist in the aqueous phase, and the triglyceride will be almost entirely in the organic phase. Increasing stirring will create more interface for the reaction to proceed. As the reaction goes, glycerin and fatty acid salts will be produced, which can have appreciable solubility in both phases. So, the regents will increase in concentration in the phase most favored by the other as the reaction progresses. The higher the concentration of the reactants, the more opportunity they have to react and the faster the reaction will go.
2.      Why do triglycerides with longer fatty acids have a lower saponification number than those with shorter fatty acids?

Triglycerides are composed of three fatty acids linked to glycerol. The fatty acids may be saturated or unsaturated. Triglycerides with longer fatty acid have a lower saponification number because the number of carboxylic functional groups per unit mass is low. It results in a higher molecular weight. So, less volume of HCl is needed per gram of fat hydrolyzed. KOH volume to hydrolyzed the ester bond also less as the saponification number is low.

3.     Why is the difference in the molar amount of HCl used to neutralize the control and the amount of HCl used to neutralize the sample equivalent to the molar amount of KOH used to saponify the test sample?

Because one mole of HCl reacts with 1 mole of KOH. Thus the test sample will require more acid to neutralize it because it contains more alkali than the control.

4.   Why do soaps disperse grease?
Soap contain hydrophilic (‘water-loving’) and hydrophobic (‘water-hating’). The dispersing of grease of soap is determined by its polar and non-polar structures in conjunction with an application of solubility properties. The long hydrocarbon chain non-polar hydrophobic (repelled by water). The “salt’ end of soap molecule is ionic and hydrophilic (water soluble). When grease or oil (non-polar hydrocarbons) are mixed with a soap-water solution, the soap molecules work as a bridge between polar water molecules and non-polar oil molecules. Since soap molecules have both properties of non-polar and polar molecules, the soap can act as an emulsifier. An emulsifier is capable of dispersing one liquid into another immiscible liquid. This means that oil doesn’t naturally mix with water, soap can suspend oil/grease in such a way that it can be removed. Therefore, the soap will form micelles and trap the fats within the micelle. Since the micelle is soluble in water, it can easily be washed away.


CONCLUSION

In a conclusion, the highest saponification number indicates its fatty acid chain length in triglyceride is lower. Soap is produced by undergo the saponification reaction

REFERENCE











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