This ether, C4H8O, can be produced by slow distillation from an acidic solution of 1,4-butanediol, HOCH2CH2CH2CH2OH. It gives a negative test for C-C double bonds. Propose a structure for this compound.

Tetrahydrofuran

Explanation:

Since the compound tested negative for C-C double bond, it must be a cyclic ether. Cyclic ethers have the oxygen atom attached to a ring. It is important to note that in a cyclic compound, one carbon atom is only bonded to two hydrogen atoms. Hence there are four carbon atoms in the compound, eight hydrogen atoms and one oxygen atom. This corresponds to the structure of tetrahydrofuran. Its structure is shown in the image attached.

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