Experiment9 A011
Experiment9 A011
Carbonyl groups in aldehydes and ketones are identified by the following tests:
2,4-dinitrophenyl hydrazine can be used to qualitatively detect the carbonyl group of an eldehyde or ketone. A
positive result is indicated by the formation of an yellow or orange-red precipitate of 2,4-dinitrophenyl
hydrazone.
Most aldehydes and ketones give bisulphate addition product with sodium bisulphate, which is white
crystalline in nature.
Note: Acetone phenone and benzophenone do not give this test.
The major difference between aldehydes and ketones is that an aldehyde is readily oxidised to carboxylic acid
whereas ketones cannot be oxidised easily. This difference forms the basis of the tests for distinguishing
aldehydes and ketones.
The following are the tests for aldehydes but not for ketones:
1. Schiff’s Test
2. Tollen’s Test
Tollen’s reagent is ammoniacal silver nitrate. Aldehydes react with Tollen’s reagent to form elemental silver,
accumulated onto the inner surface of the reaction vessel, producing silver mirror on the inner surface of the
vessel.
3. Fehling’s Test
This is an important test to distinguish aldehydes from ketones. The reagents used in this test are Fehling’s
solution A and Fehling’s solution B. Fehling’s solution A is an aqueous solution of copper sulphate and
Fehling’s solution B is a clear solution of sodium potassium tartrate (Rochelle salt) and strong alkali (usually
NaOH).
The final Fehling’s solution is obtained by mixing equal volmes of both Fehling’s solution A and Fehling’s
solution B that has a deep blue colour. In Fehling’s solution, copper (II) ions form a complex with tartrate ions
in alkali. Aldehydes reduces the Cu(II) ions in the fehling’s solution to red precipitate of cuprous oxide(copper
(I) oxide).
Note: Benzaldehyde may or may not give this test as the reaction is very slowly.
1. m-dinitrobenzene Test
The anion of the keton formed by a alkali reacts with nitroprusside ion to form a red coloured complex.
Carboxylic acids are organic compounds containing carboxyl functional group. It is of two types aliphatic and
aromatic. Aliphatic acids are soluble in water where as aromatic acids are sparingly soluble in water. Formic
acid and acetic acid are the simplest aliphatic acid and benzoic acid is the simplest aromatic acid. Formic acid
and acetic acid are liquids. Carboxylic acids such as benzoic acid, oxalic acid, phthalic acid, tartaric acid etc are
colourless crystalline solids.
1. Litmus Test
Carboxylic acid turns blue litmus red. The hydroxyl group in carboxylic is far more acidic than that in alcohol.
The dissociation of carboxylic acid is represented as:
Carboxylic acids reacts with sodium hydrogen carbonate to produce carbon dioxide gas which can be seen in
the form of a brisk effervescence.
3. Ester Test
Carboxylic acid reacts with alcohol in presence of conc. sulphuric acid to form ester that is identified by the
presence of a fruity smell.
Amines are derivatives of ammonia in which one or more hydrogen atoms are replaced by alkyl or aryl groups.
When one of the three hydrogen atoms is replaced by alkyl or aryl group, primary amine is formed. It is
generally represented as RNH2.
When two of the three hydrogen atoms are replaced by alkyl or aryl group, secondary anime is formed. It is
generally represented as R2NH.
When all the three hydrogen atoms are replaced by alkyl or aryl substituents, tertiary amine is formed. It is
generally represented as R3N.
1. Solubility Test
2. Litmus Test
Amines are basic in nature and turns red litmus blue.
3. Carbylamines Test
When primary amine is treated with alcoholic potassium hydroxide and chloroform, an offensive smelling
isocyanide is formed.
4. Azo-Dye Test
This test is given by aromatic primary amines. Aromatic primary amines react with nitrous acid to form
diazonium salts. These diazonium salts undergo coupling reaction with β-naphthol to form orange coloured
azo dye.
Primary aliphatic amines react with nitrous acid to produce nitrogen gas which is seen as bubbles.
Secondary amines react with nitrous acid to form a yellow oily nitrosoamine.
Tertiary amines react with nitrous acid to form soluble nitrite salts.
2. Hinsberg Test
Disappearance of
Compound is
orange-red colour
Dissolve a little of the given organic unsaturated.
of bromine.
compound in about 2 ml of distilled
Bromine Test
water in a test tube and add few drops
No disappearance
of bromine water to it and shake well. Compound is
of orange-red
saturated.
colour.
Brisk
effervescence
Sodium Take about 1 ml of the given liquid in a dry test is due to the
metal Test tube, add about 1gram of anhydrous calcium Brisk evolution of
sulphate and shake well to remove water. Filter effervescence hydrogen gas
the liquid into another clean dry test tube and is produced. indicating the
add a small piece of sodium metal. presence of
alcoholic
group.
Ceric Take about 1 ml of the given liquid in a clean dry Pink or red Presence of
ammonium test tube and add few drops of ceric ammonium colour is alcoholic
nitrate Test nitrate reagent and shake it well. developed. group.
Deep blue or
Add excess of sodium hydroxide solution to the
green colour
test tube.
appears.
Presence of
Dissolve a small quantity of the given compound in
Pink colour is aldehydic
Schiff’s Test a clean test tube and add about 1 ml of Schiff’s
seen. group is
reagent and shake it well.
confirmed.
Take about 1 ml of silver nitrate solution in a clean
test tube and add 2-3 ml of dilute NaOH solution. A
brown precipitate of silver oxide forms. Now add Presence of
Tollen’s Test Shining silver
dilute ammonia solution dropwise until the brown aldehydic
(Silver mirror mirror is
precipitate of silver oxide just dissolves. To this add group is
test) formed.
3-4 drops of the given liquid (or 0.1 g if solid) and confirmed.
warm the test tube on a water bath for about 5
minutes.
Presence of
Place a drop of the given liquid (or a crystal if solid) Blue litmus
Litmus Test carboxylic
on a moist blue litmus paper. turns to red.
group.
Sodium
Brisk Presence of
Hydrogen Take 1 ml of the given organic compound in a test
effervescence is carboxylic
Carbonate tube and add a pinch of sodium bicarbonate to it.
observed. group.
Test
Compound
Place a drop of the given liquid (or a pinch of solid) Red litmus
Litmus Test may be
on a moist red litmus paper. turns to blue.
amine.
Presence of
Bubbles of nitrogen primary
gas. aliphatic
Make a solution of about 1 g of sodium nitrite in amine.
about 5 ml distilled water in a test tube and cool
Nitrous it in an ice bath. In a separate test tube, dissolve Presence of
Formation of a
acid Test a small quantity of the given compound in secondary
yellow oily layer.
about 1 ml of conc. sulphuric acid and cool this amine.
also in ice bath. Mix both the solutions.
Presence of
No visible change. tertiary
amine.
Precipitate is Presence of
formed in the test
tertiary
tube. It dissolves in
amine.
conc. HCl.
You can select the type from ‘Select the type’ drop down list.
Unsaturation
You can select the test from ‘Select the test’ drop down list.
Drag the dropper to test tube A to add bromine water to the saturated compound.
Drag the dropper to test tube B to add bromine water to the unsaturated compound.
Baeyer’s Test
Drag the dropper to test tube A to add alkaline potassium permanganate to the saturated compound.
You can see that potassium permanganate solution does not decolourise.
Drag the dropper to test tube B to add alkaline potassium permanganate to the unsaturated
compound.
Functional group
You can select the functional group from ‘Select the functional group’ drop down list.
Alcohols
You can select the test from ‘Select the test’ drop down list.
Drag the spatula to test tube A to add anhydrous calcium sulphate to the sample.
Drag test tube A to shake it well and remove the moisture content in the sample.
Drag test tube A to test tube B to filter contents of A into B through the funnel and filter paper.
Drag the forceps to the bottle containing sodium metal to take a small piece of metal. .
Drag the forceps to the filter paper to place the sodium metal on the filter paper.
Drag the other filter paper to the filter paper containing sodium metal to press the sodium metal with
the paper to dry it.
Drag the forceps to the filter paper to take the dry piece of sodium.
Drag the forceps to the test tube to put the dry piece of sodium into the sample.
You can see the formation of brisk effervescence inside the test tube.
Ester Test
Drag the dropper to the test tube to add glacial acetic acid to the sample.
Drag the dropper to the test tube to add Conc. sulphuric acid to the sample.
Drag the test tube to the beaker to place it in the water bath.
Click on the switch of the hot plate to heat the water bath.
Drag the test tube to the small beaker to pour the contents of the test tube into the cold water.
Drag the dropper to the test tube to add ceric ammonium nitrate solution to the sample.
You can see the formation of red colour in the test tube.
Drag the spatula to test tube A to add anhydrous calcium sulphate to the sample.
Drag test tube A to shake it well and remove the moisture content in the sample.
Drag test tube A to test tube B to filter contents of A into B through the funnel and filter paper.
Drag the dropper to test tube B to drop acetyl chloride into the sample.
Drag the glass rod to the bottle to dip it in ammonium hydroxide solution and drag it again to test
tube B to hold it over the mouth of the test tube.
You can see the formation of white fumes from the glass rod.
Iodoform Test
Drag the dropper to the test tube to drop 1% iodine solution into the sample.
Drag the dropper to the test tube to drop dil. sodium hydroxide solution into the sample.
Drag the test tube to the beaker to place it in the water bath.
Click on the switch of the hot plate to heat the water bath.
You can see the formation of a yellow precipitate in the test tube.
Lucas Test
Drag the dropper to test tube A to drop Lucas reagent into tertiary alcohol.
You can see the immediate formation of cloudiness in the test tube.
Drag the dropper to test tube B to drop Lucas reagent into secondary alcohol.
You can see the formation of cloudiness in the test tube after 5 minutes.
Drag the dropper to the test tube C to drop Lucas reagent into a primary alcohol.
Drag test tube C to shake it well and place it over the Bunsen burner.
Click on the knob of the burner to turn it on and heat the contents of test tube C.
You can see the formation of cloudiness in the test tube after heating.
Phenols
You can select the test form ‘Select the test’ drop down list.
Litmus test
Drag the dropper to the moist blue litmus paper to drop the sample on it.
Drag the dropper to the test tube to drop the sample into neutral ferric chloride solution.
You can see the formation of violet colour in the test tube.
Liebermann’s Test
Drag the spatula to the test tube to add sodium nitrite into the sample.
Drag the test tube over the Bunsen burner to heat the contents of the test tube.
Drag the dropper to the test tube to drop Conc. sulphuric acid into it.
Drag the dropper to the test tube to drop distilled water into the contents of the test tube.
Drag the dropper to the test tube to drop excess sodium hydroxide solution into the contents of the
test tube.
You can see that the colour changes to deep blue or green.
Drag the spatula to the test tube to add phthalic anhydride into the sample.
Drag the dropper to the test tube to drop Conc. sulphuric acid into the sample.
Drag the test tube to the beaker to place it in the oil bath.
Click on the switch of the hot plate to heat the oil bath.
Drag the test tube to the small beaker to pour the contents of the test tube into the sodium hydroxide
solution.
You can see that a pink colour has developed in the beaker.
Aldehydes
You can select the test form ‘Select the test’ drop down list.
Schiff’s Test
Drag the dropper to the test tube to add Schiff’s reagent into the sample.
You can see the formation of pink colour in the test tube.
Tollen’s Test
Drag the dropper to the test tube to drop silver nitrate solution into it.
Drag the dropper to the test tube to add dil. sodium hydroxide solution to silver nitrate solution.
You can see the formation of a brown precipitate in the test tube.
Drag the dropper to the test tube to add dil. ammonia solution to the brown precipitate.
You can see that the brown precipitate dissolves in dil. ammonia.
Drag the dropper to the test tube to add the sample to it.
Drag the test tube to the beaker to place it in the water bath.
Click on the switch of the hot plate to heat the water bath.
Fehling’s Test
Drag the dropper to the test tube to drop Fehling’s solution A into the sample.
Drag the dropper to the test tube to drop Fehling’s solution B into the sample.
Drag the test tube to the beaker to place it in the water bath.
Click on the switch of the hot plate to heat the water bath.
Wait for some time to heat the contents of the test tube.
Drag the dropper to the test tube to add rectified spirit into the sample.
Drag the dropper to the test tube to add 2,4–dinitrophenylhydrazine reagent to the sample.
Drag the dropper to the test tube to drop saturated solution of sodium bisulphite into the sample.
Drag the cork to the test tube to close the test tube with it.
Ketones
You can select the test form ‘Select the test’ drop down list.
2,4–Dinitrophenylhydrazine Test
Drag the dropper to the test tube to add rectified spirit to the sample.
Drag the dropper to the test tube to add 2,4–dinitrophenylhydrazine reagent into the sample.
Click on the inference icon to see the inference.
Drag the dropper to the test tube to drop saturated solution of sodium bisulphite into the sample.
Drag the cork to the test tube to close the test tube with it.
m-dinitrobenzene Test
Drag the spatula to the test tube to add m-dinitrobenzene to the sample.
Drag the dropper to the test tube to add dil. sodium hydroxide to it.
You can see that a violet colour is developed in the test tube.
You can see that the violet colour slowly fades away.
Drag the dropper to the test tube to add sodium nitroprusside solution to the sample.
Drag the dropper to the test tube to drop sodium hydroxide solution into it.
Carboxylic Acids
You can select the test form ‘Select the test’ drop down list.
Litmus Test
Drag the dropper to the moist blue litmus paper to drop the sample on it.
Drag the spatula to the test tube to add sodium bicarbonate to the sample.
You can see the evolution of brisk effervescence in the test tube.
Ester Test
Drag the dropper to the test tube to add ethyl alcohol into the sample.
Drag the dropper to the test tube to add conc. sulphuric acid into the sample.
Drag the test tube to the beaker to place it in the water bath.
Click on the switch of the hot plate to heat the water bath.
Drag the test tube to the small beaker to pour the contents of the test tube into the cold water.
Amines
You can select the test form ‘Select the test’ drop down list.
Solubility Test
Drag the dropper to the test tube to add dil. HCl into the sample.
Litmus Test
Drag the dropper to the moist red litmus paper to drop the sample on it.
Carbylamines Test
Drag the dropper to the test tube to add ethanol to potassium hydroxide.
Drag the dropper to the test tube to drop the sample into it.
Drag the test tube over the burner to warm its contents for 10 minutes.
Drag the dropper to the test tube A to add dil. hydrochloric acid to the sample.
Drag test tube A to shake it well and dissolve the sample in dil. HCl.
Drag the dropper to the test tube C to add dil. sodium hydroxide to the β-naphthol.
Drag the test tubes to the test tube rack to place them in the rack.
Drag test tube B to test tube A to pour sodium nitrite solution into the sample.
Drag test tube A to test tube C to pour the resulting solution into alkaline solution of β-naphthol.
You can see a scarlet red coloured compound in the test tube.
You can select the amine form ‘Select the amine’ drop down list.
Primary Amines
Drag the dropper to test tube A to add Conc. HCl to primary amine.
Drag the spatula to test tube B to add sodium nitrite to distilled water.
Drag test tube A to shake it well and dissolve the compound in Conc. HCl.
Drag the test tubes to the test tube rack to place them in the rack.
Drag test tube B to test tube A to pour sodium nitrite solution into primary amine.
You can see the evolution of gas bubbles in the test tube.
Secondary Amines
Drag the dropper to test tube A to add Conc. HCl to secondary amine.
Drag the spatula to test tube B to add sodium nitrite to distilled water.
Drag test tube A to shake the test tube well and dissolve the compound in Conc. HCl.
Drag test tube B to shake the test tube well and dissolve sodium nitrite.
Drag the test tubes to the test tube rack to return them.
Drag test tube B to test tube A to pour sodium nitrite solution into secondary amine.
You can see the formation of a yellow oily layer in the test tube.
Tertiary Amines
Drag the dropper to test tube A to add Conc. HCl to tertiary amine.
Drag the spatula to test tube B to add sodium nitrite to distilled water.
Drag test tube A to shake the test tube well and dissolve the compound in Conc. HCl.
Drag the test tubes to the test tube rack to return them.
Drag test tube B to test tube A to pour sodium nitrite solution into tertiary amine.
Hinsberg Test
You can select the amine form ‘Select the amine’ drop down list.
Primary Amine
Drag the dropper to the test tube to add 25% sodium hydroxide solution to primary amine.
Drag the dropper to the test tube to add water to the test tube.
Drag the dropper to the test tube to add benzene sulphonyl chloride to the test tube.
Drag the test tube to the beaker to place it in the beaker containing water.
Drag the test tube to the test tube rack to return it.
Drag the dropper to the test tube to add Conc. hydrochloric acid to it.
You can see the formation of a white precipitate in the test tube.
Secondary Amine
Drag the dropper to the test tube to add 25% sodium hydroxide solution into secondary amine.
Drag the dropper to the test tube to add water to the test tube.
Drag the dropper to the test tube to add benzene sulphonyl chloride to the test tube.
Drag the test tube to the beaker to place it in the beaker containing water.
You can see the formation of a white precipitate in the test tube.
Drag the test tube to the test tube rack to return it.
Drag the dropper to the test tube to add Conc. hydrochloric acid to it.
Tertiary Amine
Drag the dropper to the test tube to add 25% sodium hydroxide solution to tertiary amine.
Drag the dropper to the test tube to add water to the test tube.
Drag the dropper to the test tube to add benzene sulphonyl chloride to the test tube.
You can see the formation of a white precipitate in the test tube.
Drag the test tube to the test tube rack to return it.
Drag the dropper to the test tube to add Conc. hydrochloric acid to it.