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A compound (W) containing only C,H and O...

A compound (W) containing only C,H and O is unreactive towards sodium .It does not add bromine . It also does not reacts with Schiff's reagent . On refluxing with excess of hydroiodic acic. (W) yields only one organic product (X). On hydrolysis (X) yields a new compound (Y) which can be converted to (X) by reaction with red phosphorus and iodine . The compound (Y) on oxidation with potassium permanganate gives a carboxylic acid (Z), with a equivalent weight 60. What are (W),(X),(Y) and (Z) ?

Text Solution

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[Hint]
`(W)CH_(3)CH_(2)-O-CH_(2)CH_(3)," "(X)CH_(3)CH_(2)I,`
`(Y) CH_(3)CH_(2)OH," "(Z) CH_(3)COOH`
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