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(Solved): 1-6  Deduce the identity of the compound from the data provided. \( \mathrm{C}_{30} \mathrm{H}_ ...



1-6 

Deduce the identity of the compound from the data provided.
\( \mathrm{C}_{30} \mathrm{H}_{14} \mathrm{O}: \mathrm{IR}\left(\
Deduce the identity of the compound from the data provided. \( \mathrm{C}_{30} \mathrm{H}_{14} \mathrm{O}: \mathrm{IR}\left(\mathrm{cm}^{-1}\right): 3200-3500 \) (broad), 3050, 2950, \( 1610^{3} \mathrm{H} \) NMR(8): \( 1.0 \) (s, 6H), \( 2.0 \) (s, 3H), \( 2.8 \) (broad s, \( 1 \mathrm{H}), 7.3(\mathrm{~d}, 2 \mathrm{H}), 7.6(\mathrm{~d}, 2 \mathrm{H}) \) Deduce the structure from the data given: \( \mathrm{C}_{7} \mathrm{H}_{16} \mathrm{O} ;{ }^{1} \mathrm{H} \) NMR \( \delta \) (integration, coupling): \( 0.9(9 \mathrm{H}, 5), 1.5(2 \mathrm{H} \), t), \( 3.5(3 \mathrm{H}, 5), 3.8(2 \mathrm{H}, \mathrm{t}) \). Which of the compounds below most closely matches the following \( { }^{1} \mathrm{H} \) NMR data: \( 7.6(2 \mathrm{H}, \mathrm{d}), 7.3(2 \mathrm{H}, \mathrm{d}) \), \( 3.5(3 \mathrm{H}, \mathrm{s}), 2.2(3 \mathrm{H}, \mathrm{s}) \) ? Which of the following compounds has a signal disappear when \( \mathrm{D}_{2} \mathrm{O} \) is added to it, ethyl alcohol or ethyl chloride? What multiplicities are observed in the spin coupled \( { }^{13} \mathrm{C} \) NMR spectrum of 2,3-dimethyl-2-butene? How might the two trimethylcyclohexane isomers shown below be most readily distinguished using NMR?


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