Explain an organic compound of molecular formula

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An organic compound of molecular formula C10 H12 O2 reacts with both aqueous NaOH and aqueous NaHCO3. The compound reacts with Br2/FeBr3 to yield 2 products which can easily be separated from each other and each has molecular formula C10 H11 O2 Br. The original compound produces the following NMR data:

H-NMR 13C-NMR
Doublet (2H) Singlet
Multiplet (2H) Doublet
Triplet (1H) Doublet
Triplet (2H) Doublet
Multiplet (2H) Triplet
Triplet (2H) Triplet
Singlet (1H) Triplet
Singlet

Reference no: EM13515120

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