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A compound 'X' containing C, H and O is ...

A compound 'X' containing C, H and O is unreactive towards sodium. It does not add with bromine. It also does not react with Schiff's reagent. On refluxing with an excess of HI, 'X' yields only one oragnic product 'Y'.'Y' on hydrolysis yield a new compound 'Z' which can be converted into 'Y' by reaction with red phosphorus and iodine. the compound 'Z' on oxidation with potassium permanganate gives a carboxylic acid. The equivalent weight of acid is 60. What are the compounds 'X','Y' and 'Z'? Write chemical equations leading to the conversion of 'X' to 'Y'.

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