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COMPOUNDS
Divine Caroline S. Natividad, Melchi Esrom L. Opelario, Mark L. Pagulayan, Francia Marie R. Palines,
Gian Mailo V. Quilala, Ruiz A. Rosell
ABSTRACT:
In organic chemistry, there are different functional groups that has certain molecules that are
responsible for their chemical behavior. Examples of functional groups are Hydroxyl and Carbonyl
groups. Carbonyl groups have one Oxygen atom double-bonded to one Carbon atom (C=O), this group is
always seen in aldehydes and ketones while the Hydroxyl groups have one Hydrogen atom single-bonded
to one Oxygen atom (-OH) and this group is always seen in alcohols. Seven classification tests were
given to different compounds: Ethanol, n-butyl alcohol, sec-butyl alcohol, tert-butyl alcohol, Benzyl
alcohol, n-Butyraldehyde, Benzaldehyde, Acetone, Acetophenone, Isopropyl alcohol, and Acetaldehyde.
The seven tests were: Solubility of alcohols in water test, Lucas test, Chromic Acid test (Jones Oxidation),
2, 4-Dinitrophenylhydrazine (or 2, 4-DNP) test, Fehlings test, Tollens Silver Mirror test and Iodoform
Test. The solubility of alcohols in water test was only given to Ethanol, n-butyl alcohol, sec-butyl alcohol,
tert-butyl alcohol, and Benzyl alcohol to know their solubility in water. Lucas test differentiated 1, 2,
and 3 alcohols and this test was only given to n-butyl alcohol, sec-butyl alcohol, and tert-butyl alcohol.
Formation of an insoluble alkyl chloride as a cloudy suspension that separates into a distinct upper layer
was the result of this test. Chromic acid test was given to n-butyl alcohol, tert-butyl alcohol,
Acetaldehyde, Benzaldehyde, Acetone, Acetophenone, and Isopropyl alcohol. This test was used in 1, 2,
and 3 alcohols. Appearance of green Cr3+ ion is the result of oxidation and this test was also used to
differentiate ketones from aldehydes. 2, 4-Dinitrophenylhydrazine (or 2, 4-DNP) test was given to
Acetaldehyde, Benzaldehyde, Acetone, and Acetophenone. This test was used to confirm carbonyl
groups; Non-conjugated carbonyl compounds formed yellow hydrazones while conjugated carbonyl
compounds formed orange-red hydrazones. Fehlings test and Tollens Silver mirror test was tested to
Acetaldehyde, Benzaldehyde, Acetone, and Acetophenone. These tests were used to confirm the presence
of Aldehyde; positive result in Fehlings test was deep blue to muddy green solution and gradually a
brick-red precipitate of Cu2O was formed while in Tollens Silver Mirror test was silver mirror. Last test
was the Iodoform test that was tested to Acetaldehyde, n-butyraldehyde, Benzaldehyde, Acetone,
Acetophenone, and Isopropyl alcohol. This test was used to confirm the presence of methyl carbinol and
the positive result was bright yellow precipitate. Based on the said tests, Ethanol, n-butyl alcohol, secbutyl alcohol, tert-butyl alcohol, Benzyl alcohol, and Isopropyl alcohol contains hydroxyl groups while nbutyraldehyde, Benzaldehyde, and Acetaldehyde are aldehydes and Acetone and Acetophenone are
ketones and they are both carbonyl groups.
INTRODUCTION:
OBJECTIVES:
The four objectives are [1] to identify whether a compound is hydroxyl- or carbonyl- containing,
[2] to know the difference of the three types of alcohols, [3] to know the difference of aldehydes and
ketones, and [4] to explain the mechanisms in each classifying tests.
METHODOLOGY:
SOLUBILITY OF ALCOHOLS IN WATER:
Five test tubes were labelled from A to
E. Each was placed with 10 drops of alcohol
with the aid of a Pasteur pipette. Test tube A was
Ethanol, B was n-butyl alcohol, C was sec-butyl
alcohol, D was tert-butyl alcohol, and E was
Benzyl alcohol. 1 mL of water was added to
alcohol-containing test tubes and was shaken
thoroughly. When cloudiness or turbidity
appeared, 0.25mL of water was added dropwise,
while vigorously shaking until the result was
homogenous dispersion. The total number of
added water was noted. When there is no
cloudiness or turbidity in the result after adding
2.0mL water, the alcohol was soluble in water
and the results was noted.
LUCAS TEST:
In preparing the reagent, 16g of
anhydrous Zinc chloride was dissolved in 10 mL
concentrated Hydrochloric acid. When the
preparation of reagent was done, 50mg of each
sample (n-butyl alcohol, sec-butyl alcohol, and
tert-butyl alcohol) were added to 1mL of the
2, 4- DINITRIPHENYLHYDRAZINE TEST:
In preparing the reagent, 3g of 2, 4Dinitrophenylhydrazine was slowly added in
15mL of concentrated Sulfuric acid while
stirring to a mixture of 20mL of water and 70mL
of 95% ethanol, it was stirred and filtered. A
drop of each sample (acetone, acetaldehyde,
benzaldehyde, and acetophenone) were placed
into small test tubes separately. Next, 5 drops of
95% of ethanol was added in each test tube was
shaken well. Lastly, 3 drops of 2, 4Dinitrophenylhydrazine was added and when
there was no formation of yellow or orange to
red precipitate, the solution was allowed to stand
for at least 15 minutes.
FEHLINGS TEST:
The Fehlings A reagent was 7g of
hydrated copper (II) sulfate dissolved in 100mL
of water while the Fehlings B reagent was 35 g
of Potassium Sodium Tartrate and 10g of
Sodium hydroxide mixed in 100mL of water.
These two freshly prepared reagents were mixed
and put 1mL of it into different test tubes. 3
drops of each sample (acetaldehyde, acetone,
CONDENSED
STRUCTURAL
FORMULA
SOLUBILITY IN
WATER
CH3CH2OH
C4H9OH
AMOUNT OF WATER
NEED TO PRODUCE A
HOMOGENOUS
DISPERSION
1 mL
3 mL
ETHANOL
N- BUTYL
ALCOHOL
SEC-BUTYL
ALCOHOL
TERT-BUTYL
ALCOHOL
BENZYL ALCOHOL
CH3CHCH2CH3
1.25 mL
SOLUBLE
(CH3)3COH
1 mL
SOLUBLE
C6H5CH2OH
15 mL
INSOLUBLE
SOLUBLE
INSOLUBLE
LUCAS TEST:
SUBSTANCE
N-BUTYL ALCOHOL
SEC-BUTYL ALCOHOL
CONDENSED
STRUCTURAL FORMULA
C4H9OH
CH3CHCH2CH3
(CH3)3COH
RESULT
NO PRECIPITATE
NO PRECIPITATE THEN
PRECIPITATED
AFTERWARDS
WHITE PRECIPITATE
CONDENSED
STRUCTURAL FORMULA
C4H9OH
(CH3)3COH
ACETALDEHYDE
BENZALDEHYDE
ACETONE
CH3CHO
C6H5CHO
(CH3)2CO
ACETOPHENONE
C6H5COCH3
ISOPROPYL ALCOHOL
CH3CHOHCH3
RESULT
EMERALD GREEN
PRECIPITATE
YELLOWISH BROWN
SOLUTION
BLUE GREEN SOLUTION
GREEN SOLUTION
YELLOWISH BROWN
SOLUTION
YELLOWISH BROWN
SOLUTION
BLUE GREEN SOLUTION
2, 4- DINITRIPHENYLHYDRAZINE TEST:
SUBSTANCE
ACETALDEHYDE
CONDENSED
STRUCTURAL FORMULA
CH3CHO
BENZALDEHYDE
C6H5CHO
ACETONE
ACETOPHENONE
(CH3)2CO
C6H5COCH3
RESULT
YELLOW PRECIPITATE/
HYDRAZONES
YELLOW-ORANGE
PRECIPITATE/
HYDRAZONES
NO PRECIPITATE
ORANGE PRECIPITATE
which the carbonyl compounds were nonconjugated. In acetone, there was an error in the
result since it did not form any precipitate, it
must be a yellow-orange precipitate.
FEHLINGS TEST:
SUBSTANCE
ACETALDEHYDE
CONDENSED
STRUCTURAL FORMULA
CH3CHO
BENZALDEHYDE
ACETONE
C6H5CHO
(CH3)2CO
ACETOPHENONE
C6H5COCH3
RESULT
BROWN SOLUTIONWITH
RED-BROWN PRECIPITATE
LIGHT BLUE PRECIPITATE
CLEAR BLUE-GREEN
PRECIPITATE
BLUE SOLUTION WITH
OILY LAYER
CONDENSED
STRUCTURAL FORMULA
CH3CHO
C6H5CHO
(CH3)2CO
RESULT
SILVER MIRROR
TURBID WHITE SOLUTION
CLEAR COLORLESS/
MISCIBLE
ACETOPHENONE
C6H5COCH3
IODOFORM TEST:
SUBSTANCE
ACETALDEHYDE
CONDENSED
STRUCTURAL FORMULA
CH3CHO
N-BUTYRALDEHYDE
BENZALDEHYDE
CH3CH2CH2CHO
C6H5CHO
ACETONE
ACETOPHENONE
(CH3)2CO
C6H5COCH3
ISOPROPYL ALCOHOL
CH3CHOHCH3
RESULT
REDDISH-BROWN
SOLUTION
CLEAR YELLOW SOLUTION
IMMISCIBLE WITH
REDDISH-BROWN
GLOBULES
YELLOW PRECIPITATE
IMMISCIBLE WITH
REDDISH-BROWN
GLOBULES
CLEAR SOLUTION WITH
YELLOW PRECIPITATE
RECOMMENDATIONS AND
CONCLUSIONS:
The apparatus must be prepared before
starting the experiment to make it faster.
Precautionary measures must be followed to
avoid accidents. There was an error in one of our
results. The conclusion was that, the reagent was
not sufficient therefore, the reaction did not took
place. To attain the right results, it was necessary
to repeat the experiment until the right result is
shown.
REFERENCES:
Lucas Reagent. (2016). Retrieved November 19,
2016, from
http://www.chemistrylearner.com/lucasreagent.html
https://projects.ncsu.edu/project/chemistrydemos
/Organic/TollensTest.pdf
http://www.chemicalbook.com/ChemicalProduct
Property_EN_CB6852977.htm
ADDITION-ELIMINATION REACTIONS OF
ALDEHYDES AND KETONES. (2015,
November). Retrieved November 20, 2016, from
http://www.chemguide.co.uk/organicprops/carbo
nyls/addelim.html
105.
Phytochemistry.