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Question

Acetaldehyde can be converted to C by the following steps :
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A
(i) Acidic KMnO4 (ii) Ca(OH)2 and heat
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B
(i) Aqueous KMnO4 (ii) Ba(OH)2 and heat
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C
(i) Acidic KMnO4 (ii) NaOH and heat
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D
(i) Aqueous KMnO4 (ii) NaOH and heat
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Solution

The correct option is A (i) Acidic KMnO4 (ii) Ca(OH)2 and heat
DU in A=(2nC+2)nH2=(2×4+2)82=1
(Due to (--COOH) group)
Compound (B) is unstable and loses CO2, it shows (B) must contain βketo acid, which accounts for three oxygen atoms in (A) and (B).
(A) must contain β-hydroxy acid which on oxidation with PCC gives (B) (β-keto acid).
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