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A neutral compound (A) having C,H and O,...

A neutral compound (A) having C,H and O, on refluxing with HI yields methyl iodide and an alkyl iodide (B), which contains 74.6 per cent iodine. (B) when treated with moist `Ag_(2)O` produces a prodcut which undergoes the haloform reaction. Characterize (A), what would have been produced if (B) were treated with dry `Ag_(2)O` ?

Text Solution

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[Hint]
(A) is neutral and produces alkyl halides on refluxing with HI, hence, it should be an ether.
Molecular mass of `(V )=(127 xx 100)/(74.6)=170`
`RI=170`
`R+127 =170`
`R=170 -127 =43=C_(3)H_(7)`
Thus, the alkyl iodide, (B), should be isopropyl iodide as the hydrolysis product, (i.e., isopropyl alcohol ) undergoes the haloform reaction . (A) is methyl isopropyl ether.
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