10. A compound 'A' with molecular formula C4H10O is unreactive towards sodium metal. It does not add Bromine water and does not react with NaHSO, solution. On refluxing 'A' with excess of HI, it gives 'B' which reacts with aqueous NaOH to form 'C'. 'C' can be converted into 'B' by reacting with red P and 13. 'C' on treating with conc. H2SO4 forms 'D'. D' decolourises bromine water. Identify A to D and write the reactions involved.
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‘A’ is not an alcohol therefore it does not react with sodium metal. ‘A’ is also not an aldehyde or a ketone as it does not react with NaHSO3. ‘A’ is not an unsaturated hydrocarbon as it does not add Br2 (aq). So, it is likely to be a ether.
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