PRACTICAL 1: BIOCHEMISTRY OF FOOD AROMA
ABSTRACT
Food aroma
is the odor arising from the food and especially the good odor. Although the
natural flavor and odor from food contains nearly a hundred different compound,
single esters approximate the natural odor and are often used in food industry
for artificial flavor and fragrance.
In this practical we were investigating the aroma of
different food substances but from the synthesized ester compounds. The
objective was to understand different scents of food substances we can get from
esters. The esters were prepared from the reaction of carboxylic acid with alcohol
on the presence of sulfuric acid catalyst. It was found that different esters
produced from reactions of different alcohol and carboxylic acid has got
different scents.
INTRODUCTION
Anything that we smell has
to contain some sort of volatile chemical, a chemical that evaporates and
enters a person’ nose. Any natural flavor is normally quite complex, with
dozens or hundreds of chemicals interacting to create the taste/smell. But it
turns out that many flavor especially fruity flavors have just one or few
dominant chemical components that carry bulk of the smell signal. Although
there chemical are other chemicals with pleasant smell but many of these are
called Esters. For example the ester isomy acetate synthesized in this
practical has a fundamental component of banana flavor. If you add this ester
to the product the product will taste to some degree as banana. Food and
beverage manufacturers they exploit this property of esters and to make more
realistic flavors they add other chemical in correct proportions to get closer
and close to the real thing. This is done through chemical analysis of the real
thing. In this practical we investigated different odors of ester. The esters
compounds were synthesized from alcohols and carboxylic acids on the presence
of sulfuric acid as a catalyst. Strangely the odor of esters was found to be
quite different from its constituent’s alcohol and carboxylic acids.
The ester group is an important
functional group in organic compound which can be synthesized in a number of
different ways. The low-molecular-weight esters have very pleasant odors and
indeed are the major components of the flavor and odor aspects of a number of
fruits. Esters are used in the food industry for artificial flavors and
fragrances. This is because a single ester contains approximate the natural
odor. Esters can be prepared by the reaction of carboxylic acid with alcohol on
the presence of sulfuric acid. Sulfuric acid acts as a catalyst and a
dehydration agent which forces the condensation of reaction between the alcohols
and the carboxylic acid. This reaction is called Fischer esterification
reaction. This is the esterification of carboxylic acid by heating it with
alcohol on the presence of strong acid. Its general formula can be written as
follows:
MATERIALS AND
METHODS
Apparatus
Test tubes
Water bath
Conical Flask
Droppers
Alcohols
which are
·
Amyl alcohol
·
Methyl alcohol
·
Ethanol
·
N-butyl alcohol
Carboxylic
acids which includes
·
Acetic Acids
·
Butyric acids
·
Salicylic acid
As catalyst
Sulfuric acid
EXPERIMENTAL
PROCEDURES
1. 45 drops of
amyl alcohol were added to a clean, dried test tube labeled no 1
2. 30 drops of
methyl alcohol were added to a clean, dried test tube labeled no 2
3. 40 drops of
methyl alcohol were added to a clean , dried test tube labeled no 3
4. 30 drops of
ethanol were added to a clean , dried test tube labeled no 4
5. 42 drops of
n-butyl were added to a clean dried test tube labeled no 5
6. To a test
tube 1, 30 drops of acetic acid were added
7. To a test
tube 2, 20 drops of butyric acid (butanoic acid) were added
8. To a test
tube 3, 0.5g of salicylic acid was added. The test tube was gently swirled to
ensure salicylic acid goes into the solution.
9. To a test
tube 4, 30 drops of butyric acid were added
10. To a test
tube 5, 40 drops of acetic acid were added
11. To each of
the fives test tubes, 10 drops of concentrated sulfuric acid were added
carefully followed by shaking the test tubes to mix the reactants.
12. The five
test tubes were then placed in a water bath of near-boiling water and left to
be heated for about 10-15 minutes.
13. After 15
minutes the test tubes were removed from the water bath and the mixture poured
into a conical flask followed by diluting it in half in a conical flask and
smelled the newly synthesized ester.
RESULTS
TEST TUBES
|
ALCOHOL
|
QUATITY
|
ACID
|
QUANTITY
|
ESTER
|
ODOR
|
1
|
Amyl alcohol
|
45 Drops
|
Acetic acid
|
30 Drops
|
Isoamyl acetate
|
Ripe Banana
|
2
|
Methyl alcohol
|
30 Drops
|
Butyric acid
|
20 Drops
|
Methyl
butanoate
|
Fruity apple smell
|
3
|
Methyl alcohol
|
40 Drops
|
Salicylic acid
|
0.5g
|
Methyl salicylate
|
Rubbing ointment
|
4
|
Ethanol
|
30 Drops
|
Butyric acid
|
30 Drops
|
Ethyl butyrate
|
Pineapple smell
|
5
|
N-butly
|
42
Drops
|
Acetic acid
|
40 Drops
|
n-butyl acetate
|
Pea fruity smell
|
DISCUSSION
The experimental data from this
practical was useful in studying the relationship which can be found on the
smell food substances that occurs naturally from plant materials and that of
synthetic esters. Synthetic esters have odors which resemble that of natural
fruits. Esters have fruity smell due to their chemical composition and
conformation.
The Fischer
esterification reaction is a reversible reaction that’s why we employ the use
of concentrated sulfuric acid which acts as a catalyst and speed up the
reaction process. Sulfuric acid acts as dehydrating agent which remove the
water produced favoring the forward reaction producing enough ester.
The result
tends to vary in other groups and this is due to different reasons happening
during the practical which have to be corrected in order to get data which
resemble for all participants. Care should be taken during measuring chemical
reagents so as to measure right proportions as instructed in the protocol to
get right results.
CONLUSION
Food and beverage manufactures have
used this chemical property of esters into manufacturing different food
products ranging from juices, chewing gums, biscuits and many others which have
artificial flavor of different natural occurring fruits. Although this is a
good step towards improving food quality but care should be taken towards using
this chemicals since they may be associated with different healthy problems
depending on the users. Manufacturers should be able to label the constituents
chemicals used in developing their food products so that the consumers may know
exactly what type of chemicals they are taking in their body and the risk they
have towards their health.
QUESTIONS AND ANSWERS
1. Describe the odor of carboxylic acid
before the reaction
The odors of carboxylic acid before the reaction are as follows
Carboxylic
acid
|
Odor
|
Acetic
acid
|
Smells
like vinegar
|
Butyric
acid
|
Strong
irritating smell
|
Salicylic
acid
|
Strong
irritating odor
|
2. Describe the odor of alcohol before
the reaction.
The odors of alcohol before the reaction were as follows:
Alcohols
|
odor
|
Amyl alcohol
|
Strong irritating alcoholic odor
|
Methyl alcohol
|
Weak alcoholic odor
|
Ethanol alcohol
|
Strong alcoholic odor
|
N-butyl alcohol
|
Sweet alcoholic odor
|
3. What do your final product, the
esters smells like:
The smell of the final product
esters were as follows:
ESTERS
|
ODOR
|
Isoamyl acetate
|
Fruity banana smell
|
Methyl butyrate
|
Fruity apple smell
|
Methyl salicylate
|
Rubbing ointment
|
Ethyl butyrate
|
Fruity pineapple smell
|
Butyl acetate
|
Fruity pea smell
|
4. Write the balanced the balanced
chemical equation for the synthesis of each ester
The following are the balanced equation
for the synthesis of esters
i)
CH3-CH(CH3)-CH2CH2-OH + CH3-COOH H+ CH3-COO-CH2CH2-CH(CH3)-CH3 + H2O
ii)
CH3-OH +
CH3CH2CH2COOH H+ CH3CH2CH2COOCH3
+ H2O
iii)
CH3-OH + C6H4
(OH)COOH H+ C6H4 (OH) COOH-CH3
+ H2O
iv)
CH3CH2OH
+ CH3CH2CH2COOH H+ CH3CH2CH2-COO-CH2CH3 + H2O
v)
CH3CH2CH2CH2OH + CH3COOH H+ CH3COO-CH2CH2CH2CH3 + H2O
5. Was the concentrated sulfuric acid a reactant? Describe
the role of concentrated sulfuric acid. Where does it go after the reaction
Concentrated sulfuric acid is was not one of the reactant.
Its role is to act as the catalyst and a dehydrating agent which forces the
condensation reaction between alcohol and the carboxylic acid. Like most
catalysts sulfuric acid speed up the rate of reaction and it is regenerated at
the end of chemical reaction.
REFERENCE &
LITERATURE CITED
http://science.howstuffworks.com/question391.htm
http://science.uvu.edu/ochem/index.php/alphabetical/e-f/fischer-esterification/