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  4. A compound with molecular formula C 4 H 4 O has all the four carbon atoms and the oxygen atom in the ring. It also has two double bonds. The compound is

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Q. A compound with molecular formula $C _{4} H _{4} O$ has all the four carbon atoms and the oxygen atom in the ring. It also has two double bonds. The compound is

Organic Chemistry – Some Basic Principles and Techniques

Solution:

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Furan is heterocyclic and aromatic. Here $O$ is $sp^2$ hybridised. One lone pair is present in the unhybridised orbital, while the other is present in hybridised $sp^2$-orbital. The lone pair present in the unhybridised $p$-orbital takes part in $p\pi-p\pi$ bonding. Thus, there are six $\pi$-electrons and as such it is aromatic