chem 372w08hw2 - Chem 372 Winter 2008 Homework Assignment#2...

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Unformatted text preview: Chem 372 Winter 2008 Homework Assignment #2 Due at class on Tuesday January 22“. 1. In each of the following cases write the structural formula of the compound in such a way as to clearly Show each hydrogen and carbon in the molecule and then label the equivalent nuclei as requested. In all cases consider the spectra to be run at room temperature. (a) Equivalent H nuclei 3—ethylpentane 3—br0mopropene isopropylcyclobutane 2—butanol (b) Equivalent C nuclei ./ 4—methylheptane (E)—1,3,5-hexatriene 2. Predict the splitting patterns (5, d, dd, p etc ) that you would expect to observe for the circled protons. Consider only three bond coupling ( 3J) unless otherwise instructed. G? M £6» CQAQEEQL um 0H; (q (Lela)— CHwHL-uz. (.2 H H a , DQ’ m a. «amfl\ <42» V H H '3 . . ‘w You are glven a set of 51x structures and two proton NMR spectra. Match up the W spectra with the correct structures explaining your decisions fully. (EH 3 w» H 'q '9 C (1m Fir ! CH3—C—C:—=C-H CH3—CH—CH2—CH3 Br—Cll H 600 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0 5(ppm) 600 500 (b) | [ I 0.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 [.0 0 ...
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