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Explain: a. Propanol on oxidation with acidic `K_(2)Cr_(2)O_(7)` can give propanal although in poor yield. b. Acid chloride `(RCOCl)` with `R_(2)Cd` and `R_(2)CuLi` gives ketone but with Grignard reagent `(RMgX)` gives `3^(@)` alcohol. c. `R_(2)Cd` or `R_(2)CuLi` reacts with less reactive acid chloride but not with more reactive ketones.

Answer» a. If the aldehyde is more volatile than the reactant alcohol and `H_(2)O`, it can be removed from the reaction mixture by fractional distillation as it is formed. Boiling point of propanal is `49^(@)C` and that of propanol is `97^(@)C`. So propanol on oxidation with acidic `K_(2)Cr_(2)O_(7)` first gives propanal. As it is formed, it is removed by distillation (less boiling point, `49^(@)C`) before it is converted to propanoic acid.


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