Please draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13

Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122. Suggest a structure for this compound. (Data from http://webbook.nist.gov/chemistry/.)

on 19 of 42 > Learning Loudon Parise SEVENTH EDITION Construct a simulated ¹H NMR spectrum, including proton integrations, for CH₂ OC(CH₂OCH (see Hint). Drag the appropriate splitting patterns to the approximate chemical shift positions; place the integration values in the small bins above the associated chemical shift. Splitting patterns and integrations may be used more than once, or not at all, as needed. Likewise, some bins might remain blank. Note that peak heights are arbitrary and do not indicate proton integrations. 30円 $ 4 R F V 7 % 5 T G B ^ 6 2H -Fo Y H MacBook Air & 7 RAM N 4 U Answer Bank J * 00 M 9H I ( 9 K ➤➤ 2 O < H ) O L 6H command P -3H sented by Macmillan Learning ^ 11 ; 0 ppm 95 { + 11 alt ? option } (1)

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