Propose a structure for compound C, which has M1 5 86 in its mass spectrum, an IR

Chapter 13, Problem 13.61

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Propose a structure for compound C, which has M1 5 86 in its mass spectrum, an IR absorption at 3400 cm21, and the following 13C NMR spectral data: Compound C Broadband-decoupled 13C NMR: 30.2, 31.9, 61.8, 114.7, 138.4 d DEPT-90: 138.4 d DEPT-135: positive peak at 138.4 d; negative peaks at 30.2, 31.9, 61.8, 114.7

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