Here are the solutions to the questions:
5. (c) Give the reagents and observations to distinguish the following pairs of compounds:
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(i) CH2CH=CH2 and CH3C≡CH
- Reagent: Ammoniacalsilvernitrate(Tollens′reagent) or Ammoniacalcopper(I)chloride.
- Observation for CH3C≡CH (propyne): With Tollens' reagent, a whiteprecipitate of silver acetylide is formed. With ammoniacal copper(I) chloride, a redprecipitate of copper(I) acetylide is formed.
- Observation for CH2CH=CH2 (propene): Noobservablereaction.
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(ii) CH3CHO and CH3COCH3
- Reagent: Tollens′reagent(ammoniacalsilvernitrate) or Fehling′s/Benedict′ssolution.
- Observation for CH3CHO (ethanal): With Tollens' reagent, a silvermirror is formed. With Fehling's/Benedict's solution, a brick−redprecipitate of copper(I) oxide is formed.
- Observation for CH3COCH3 (propanone): Noobservablereaction.
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(iii) CH3CH2NH2 and CH3CONH2
- Reagent: Nitrousacid(preparedfromNaNO2anddiluteHClat0−5\circC).
- Observation for CH3CH2NH2 (ethylamine): Effervescence(evolutionofnitrogengas) is observed.
- Observation for CH3CONH2 (ethanamide): Noeffervescence.
6. (a) An organic compound S reacted with ozone (ozonolysis) to give compounds Q and R. Both Q and R react with NaOH/I2 to produce a yellow precipitate with antiseptic smell. Q reacts with HCN to produce the compound CH3C(CH3)OHCN while R gives a silver mirror with Tollens reagent.
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(i) Write the structural formulae and names of Q, R, S and the yellow precipitate
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Q:
- Formula: CH3COCH3
- Name: Propanone
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R:
- Formula: CH3CHO
- Name: Ethanal
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S:
- Formula: CH3C(CH3)=CHCH3
- Name: 2−methylbut−2−ene
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Yellow precipitate:
- Formula: CHI3
- Name: Triiodomethane
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(ii) Write equations to show the reactions of Q with NaOH/I2
Q is propanone (CH3COCH3). The reaction with NaOH/I2 is the iodoform test.
Step 1: Iodination of the methyl group.
CH3COCH3+3I2+3NaOH→CI3COCH3+3NaI+3H2O
Step 2: Hydrolysis of the triiodomethyl ketone.
CI3COCH3+NaOH→CH3COONa+CHI3
Alternatively, the overall balanced equation is:
CH3COCH3+3I2+4NaOH→CH3COONa+CHI3(s)+3NaI+3H2O