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कर्नाटक बोर्ड पी.यू.सी.पीयूसी विज्ञान 2nd PUC Class 12

Give a simple chemical test to distinguish between the following pair of compounds: Propanal and Propanone - Chemistry

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प्रश्न

Give a simple chemical test to distinguish between the following pair of compounds:

Propanal and Propanone

रासायनिक समीकरणे/रचना
फरक स्पष्ट करा

उत्तर १

Propanal and propanone can be distinguished by the following tests:

  1. Tollen’s test: Propanal is an aldehyde. Thus, it reduces Tollen’s reagent. But, propanone being a ketone does not reduce Tollen’s reagent.
    \[\ce{\underset{Propanal}{CH3CH2CHO} + \underset{Tollen's reagent}{2[Ag(NH3)2]+} + 3OH- -> \underset{Propanoate ion}{CH3CH2COO-} + \underset{Silver mirror}{Ag\downarrow} + NH3 + 2H2O}\]
  2. Fehling’s test: Aldehydes respond to Fehling’s test, but ketones do not. Propanal being an aldehyde reduces Fehling’s solution to a red-brown precipitate of Cu2O, but propanone being a ketone does not.
    \[\ce{\underset{Propanal}{CH3CH2CHO} + 2Cu^2+ + 5OH- -> \underset{Propanaoate ion}{CH3CH2COO-} + \underset{(Red-brown ppt)}{\underset{Cuprous oxide}{Cu2O\downarrow}}+ 2H2O}\]
  3. Iodoform test: Aldehydes and ketones with at least one methyl group linked to the carbonyl carbon atom respond to the iodoform test. They are oxidized by sodium hypoiodite (NaOI) to give iodoforms. Propanone being a methyl ketone responds to this test, but propanal does not.
    \[\ce{\underset{Propanone}{CH3COCH3} + 3NaOI -> \underset{Sodium acetate}{CH3COONa} + \underset{(yellow ppt)}{\underset{Iodoform}{CHI3}}+  2NaOH}\]
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उत्तर २

Reagent Propanal Propanone
Tollen’s Reagent On heating with Tollen’s reagent, a silver mirror is formed on the inner walls of the test tube. Aldehyde groups reduce the Tollen's reagent. No change in propanone.
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  या प्रश्नात किंवा उत्तरात काही त्रुटी आहे का?
पाठ 12: Aldehydes, Ketones and Carboxylic Acids - Exercises [पृष्ठ ३७८]

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You are given four organic compounds “A”, “B” , “C” and “D”. The compounds “A”, “B” and “C” form an orange-red precipitate with 2, 4 DNP reagent. Compounds “A” and “B” reduce Tollen’s reagent while compounds “C” and “D” do not. Both “B” and “C” give a yellow precipitate when heated with iodine in the presence of NaOH. Compound “D” gives brisk effervescence with sodium bicarbonate solution. Identify “A”, “B”, “C” and “D” given the number of carbon atoms in three of these carbon compounds is three while one has two carbon atoms. Give an explanation for our answer.


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