An organic compound (A) a moecular formula C3H6 on ozonolysis, followed by hydrolysis yields (B) and (C). Further (A) reacts with HBr to form (D). Identity (A) to (D) and explain the reactions
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The compound [A] can be either an aldehyde or a ketone. Since it gives iodoform test, it is a methylketone and is propanone. As a result of iodoform reaction, the compound [A] gives iodoform [B]. When heated with silver poweder, iodoform changes into ethyne [C]. Ethyne upon hydration in the acidic condition gives ethanal [D] which responds to Aldol condenastion. The chemical reactions involved are lised.
CH3−C∣∣O−CH3Propanone [A]−→−−−−I2/Na2CO3CHI3Iodoform [B]−→−HeatAgCH≡CHEthyne [C]−→−−−−−−−HgSO4/H2SO4H2OCH3CHOEthanal [D]−→−−−−−−−−−NaOHAldol CondensationCH3CH(OH)CH2CHO3−Hydroxybutanal.
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