IDENTIFICATION OF THE ORGANIC COMPOUNDS AND FUNCTIONAL GROUPS BASED ON OBSERVATIONS 1. Aniline: Brown liquid with a fishy smell (BOARD EXAMINATION 2014 and 2010) EXPERIMENT OBSERVATION INFERENCE 1. Take 1 ml of C-17 in a testA violet / purple colouration Aniline is confirmed tube and add a few drops of solution water. Now add about 1 ml of sodium hypochlorite solution; Shake the contents. 2. Take 1 ml of C-17 in a testtube and add a few drops of dilute sulphuric acid. Now add 1 ml of potassium dichromate solution. Shake and warm the contents. A deep red colour turns blue/green and finally black solution Aniline is confirmed 3. Take 1 ml of C-17 in a testtube and add 1 ml of conc. hydrochloric acid to it. Now, add a few drops of neutral ferric chloride solution and dilute the contents with water Pale green colouration Aniline is confirmed 4. Take 2 ml of C-17 and dilute it with water. To this, add a few drops of bleaching powder solution and shake. Now, add a few drops of ammonium sulphide solution and shake. Violet colouration appears which fades to brown and then green, with ammonium sulphide turns intense red Aniline is confirmed 5. Take 2 ml of C-14 in a test Red orange dye Presence of –NH2 group in tube and add 1 ml of Aniline is confirmed concentrated HCl. Cool the mixture under tap. Shake. Now add 2 ml of cold 10% solution of NaNO2.To this mixture add 2 ml of cold alkaline beta-naphthol solution. Deduction: Substance C-17 is Aniline 2. Glucose solution: Colourless solution having no smell (BOARD EXAMINATION 2014 , 2012 , 2010 and 2007 ) EXPERIMENT OBSERVATION INFERENCE 1. Take 1 ml of C-16 in a test A brick red precipitate of Presence of –CHO group in tube and add 1 ml of Fehling’s cuprous oxide glucose is confirmed. solution. Warm the contents. 1 2. Take 2 ml of C-16 in a test tube and add 1 ml of lead acetate solution followed by 1ml of ammonium hydroxide solution. Boil the contents. White precipitate turns pink Glucose is confirmed 3. Take 2 ml of C-16 in a test tube and add 2 to 3 drops of alcoholic alpha-naphthol solution. Pour conc. sulphuric acid slowly along the side of the test-tube. A violet -ring at the junction of two liquids. Glucose is confirmed 4. Take 2 ml of C-16 in a test Light pink colour Glucose is confirmed tube. To this add a pinch of resorcinol and 1 ml of concentrated hydrochloric acid. Shake the contents and warm the test tube. 5. Take 2 ml of C-16 in a test A silver mirror is formed Presence of –CHO group in tube and add 1 ml of Tollen’s glucose is confirmed. reagent. Warm the contents in a water bath for about 5 minutes. 6. Take 2 ml of C-16 in a test Solution turns yellow or dark Glucose is confirmed tube and add 1 ml of sodium brown hydroxide solution. Boil the contents. 7. Take 1 ml of C-16 in a test A black mass is formed. Charring Glucose is confirmed. tube and add 1 ml of of sugar concentrated H2SO4.Warm the contents of the test tube in a water bath. Deduction: Substance C-16 is glucose 3. Acetone: Colourless liquid having the smell resembling nail polish (BOARD EXAMINATION 2011 and 2009)) EXPERIMENT OBSERVATION INFERENCE 1. To 2 ml of freshly prepared A wine red colour which Acetone is confirmed sodium nitroprusside solution in changes to violet and then fades a test tube. To this add 2 ml of away C-14 followed by the addition of caustic soda solution drop by drop. Warm. 2. Take 2 ml of C-14 in a test Yellow precipitate which Acetone is confirmed tube. To this add 1 ml of dissolves on shaking with NaOH mercuric chloride solution. Now add sodium hydroxide solution dropwise.Shake. 2 3. Take 1 ml of C-14 in a test A white crystalline precipitate Presence of carbonyl group in tube and add 1 ml of saturated acetone is confirmed. solution sodium bisulphite and shake the mixture well. 4. Take 1 ml of C-14 in a test Yellow precipitate with Presence of CH3-CO group in tube and add a few crystals of characteristic odour of iodoform acetone is confirmed. iodine (or a solution of iodine in KI) Now add 10% NaOH solution carefully till no further change take place. Heat the contents on a water bath for a few minutes and then allow to cool. Deduction: Substance C-14 is acetone 4. Formaldehyde: Colourless solution having pungent smell. (BOARD EXAMINATION 2011) EXPERIMENT OBSERVATION INFERENCE 1. Take 2 ml of C-13 in a test Silver mirror is formed Presence of –CHO group in tube. To this add 1 ml of Tollen’s formaldehyde is confirmed. reagent. Warm the contents in a water bath. 2. 1. Take 2 ml of C-13 in a test White precipitate is formed Formaldehyde is confirmed. tube and add 1 g of pyrogallol which changes to pink and finally and 1 ml of water. Shake. Add 2 deep red. ml of concentrated hydrochloric acid and warm the contents in a water bath. 3. Take 2 ml of c-13 in a test tube A red ring is formed at the Formaldehyde is confirmed and add a few crystals of junction of the two liquids and a resorcinol. Shake the contents. white precipitate is formed in Slowly add 1 ml of concentrated the aqueous layer. sulphuric acid along the side of the test tube. Deduction; Substance C-13 is formaldehyde (BOARD EXAMINATION 2007 and 2005) 5. Benzoic acid: It is a colourless crystalline solid having no smell. EXPERIMENT OBSERVATION INFERENCE 1. Take 2 ml of C-13 in a test A fruity smell of ethyl benzoate Benzoic acid is confirmed. tube and add 1 ml of ethyl is obtained alcohol to it. Then add a few drops of concentrated sulphuric acid. Warm the contents of the test tube in a water bath. 2. Take 2 ml of C-13 in a test A buff coloured precipitate of Benzoic acid is confirmed. tube and add NH4OH soln. drop ferric benzoate is obtained. by drop to get a clear solution. Heat to remove excess of NH3 gas if any, cool and add a few drops of neutral FeCl3 solution. 3 3. Take 2 ml of 5% solution of Vigorous effervescence due to Presence of –COOH group in NaHCO3 in a test tube and a little the liberation of CO2 benzoic acid is confirmed. of C-13. Deduction: Substance C-13 is benzoic acid. 6. Glycerol: It is a colourless, odourless viscous liquid.(BOARD EXAMINATION 2009 and 2005) EXPERIMENT OBSERVATION INFERENCE 1. Take 3 to 4 drops of C-18 in a Irritating smell of acrolein Glycerol is confirmed. test tube. Add about 0.5 gram of potassium hydrogen sulphate and heat strongly. 2. Add about 5 ml of water to Pink colour disappears on adding Glycerol is confirmed. about 0.2 gram borax in a test C-18.Reappear on warming and tube and shake well to get a disappears on cooling. clear solution. To the above solution add 1 to 2 drops of Phenolphthalein. Now add 2 to 3 drops of the compound C-18.Shake well again. Warm and cool. 3. Take 4 to 5 drops of C-18 in a A deep blue colour Glycerol is confirmed. test tube. Add about 1 ml of copper sulphate solution followed by a few drops of sodium hydroxide solution. 4. Take 1 ml of ceric ammonium A red colour. Presence of –OH group in nitrate in a test tube and add 2 glycerol is confirmed. to 3 drops of C-18 and shake well. Deduction: Substance C-18 is glycerol 7. Protein: Colourless and odourless solution. EXPERIMENT OBSERVATION INFERENCE 1. To a little of the solution A add Bluish violet colour Protein is confirmed. 2 ml of NaOH solution. Now add 5 drops of 1% Copper sulphate solution. 2. To a little of the solution A add Yellow ppt (Xanthoprotein) Protein is confirmed. a few drops of concentrated HNO3 and heat. 3. To a little of the solution A add Reddish brown ppt Protein is confirmed a few drops of Millon’s reagent and heat gently. Deduction: The substance A is protein. 4