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Compound M, molecular formula C5H10O, readily decolorizes
Chapter 13, Problem 13.2(choose chapter or problem)
Compound M, molecular formula \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\), readily decolorizes \(\mathrm{Br}_{2}\) in \(\mathrm{CCl}_{4}\) and is converted by \(\mathrm{H}_{2} / \mathrm{Ni}\) into compound N, molecular formula \(\mathrm{C}_{5} \mathrm{H}_{12} \mathrm{O}\). Following is the \({ }^{1} \mathrm{H}-\mathrm{NMR}\) spectrum of compound M. The \({ }^{13} \mathrm{C}-\mathrm{NMR}\) spectrum of compound M shows signals at \(\delta\) 146.12, 110.75, 71.05, and 29.38. Deduce the structural formulas of compounds M and N.
Questions & Answers
QUESTION:
Compound M, molecular formula \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\), readily decolorizes \(\mathrm{Br}_{2}\) in \(\mathrm{CCl}_{4}\) and is converted by \(\mathrm{H}_{2} / \mathrm{Ni}\) into compound N, molecular formula \(\mathrm{C}_{5} \mathrm{H}_{12} \mathrm{O}\). Following is the \({ }^{1} \mathrm{H}-\mathrm{NMR}\) spectrum of compound M. The \({ }^{13} \mathrm{C}-\mathrm{NMR}\) spectrum of compound M shows signals at \(\delta\) 146.12, 110.75, 71.05, and 29.38. Deduce the structural formulas of compounds M and N.
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