Question

Compound (a) c4h10o is found to be soluble in sulphuric acid. (a) does not react with sodium metal or potassium permanganate. When it is heated with excess of hi, it is converted to a single alkyl halide. What is the structural formula of (a)?

Answer 1

As metallic sodium does not react with an ether, furthermore, an ether on reacting with excess of boiling HI can produce alkyl halides, and here only one alkyl halide is formed, the groups present on either side of the O atom in a ether must be ethyl.

i) When ether reacts with sulphuric acid, it forms an alkene and H2O

C4H10O + H2SO4 → C4H8 + H2O

(ii) (C2H5)2O + Na → No reaction

(iii) (C2H5)2O + HI → C2H5I

The compound is Diethyl ether.

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