The 1H NMR spectrum of compound A (C8H8O) consists of two singlets of equal area at δ 5.1 (sharp) and 7.2 ppm (broad). On treatment with excess hydrogen bromide, compound A is converted to a single dibromide (C8H8Br2). The 1H NMR spectrum of the dibromide is similar to that of A in that it exhibits two singlets of equal area at δ 4.7 (sharp) and 7.3 ppm (broad). Suggest reasonable structures for compound A and the dibromide derived from it.
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