A compound (L) with the molecular formula C9H10 reacts with bromine and gives an IR absorption spectrum

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A compound (L) with the molecular formula C9H10 reacts with bromine and gives an IR absorption spectrum that includes the following absorption peaks: 3035 cm-1(m), 3020 cm-1(m), 2925 cm-1(m), 2853 cm-1(w), 1640 cm-1(m), 990 cm-1(s), 915 cm-1(s), 740 cm-1(s), 695 cm-1(s). The 1H NMR spectrum of L consists of:
Doublet d 3.1 (2H) Multiplet d 5.1 Multiplet d 7.1 (5H)
Multiplet d 4.8 Multiplet d 5.8
The UV spectrum shows a maximum at 255 nm. Propose a structure for compound L and make assignments for each of the IR peaks.
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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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