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Hydrogen peroxide and ferrous sulfate react to produce hydroxyl radical (HO Hydr

ID: 797819 • Letter: H

Question

Hydrogen peroxide and ferrous sulfate react to produce hydroxyl radical (HO

Hydrogen peroxide and ferrous sulfate react to produce hydroxyl radical (HO·), as reported in 1894 by English chemist H. J. H. Fenton. When tert-butyl alcohol is treated with HO· generated this way, it affords a crystalline reaction product X, mp 92o, which has these spectral properties: MS: heaviest mass peak is at m/z 131 IR: 3620, 3350 (broad), 2890, 2940, 1385, 1370 cm-1 1H NMR: sharp singlets at ? 1.22, 1.58, and 2.95 (6:2:1 area ratio) 13C NMR: ? 28 (CH3), 35 (CH2), 68 (C) Draw the structure of X and complete the mechanism for its formation by drawing the structure of the indicated intermediate.

Explanation / Answer

x.) di-isobutyl ether