Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 48AP: The infrared spectrum of the compound with the mass spectrum shown below lacks any significant...
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1) Propose a structure consistent with each of the spectral data:
C5H10O: IR peak at 1740 cm-1
NMR (ppm): 1.15 (triplet, 3H), 2.30 (quartet, 2H), 1.25 (triplet, 3H), 4.72 (quartet, 2H
2) Propose a structure for compound Z, which has the following spectroscopic properties
MS: M+ = 88
IR: 3300 cm-1
1H NMR: 0.85 d (6H doublet); 1.40 d (1H multiplet); 2.68 d (2H quartet); 3.55 d (2H triplet)
Broadband decoupled 13C NMR: 322.7, 25.0, 41.8, 60.5 d
DEPT-90: 25ppm
DEPT-135 positive peaks at 19 ppm, 25ppm, negative peaks at 41.8, 60.5 d
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