A graduate student ran the Grignard reaction shown in the following equation. After adding the acid in the workup step, the student took a break for lunch. After lunch, the workup was completed and the product was isolated. However, the product did not show an absorption in the 3500 to 3200 cm-1 region of its IR spectrum. The 1H-NMR spectrum of the product is shown here. Suggest a structure for the product and explain its formation.
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