Using the following information, propose structures for each of these compounds. (a)

Chapter 18, Problem 61

(choose chapter or problem)

Using the following information, propose structures for each of these compounds. (a) C5H10O,NMR spectrum A, UV lmax(e) 5 280(18) nm; (b) C5H8O, NMR spectrum B, UV lmax(e) 5220(13,200), 310(40) nm; (c) C6H12, NMR spectrum C, UV lmax(e) 5 189(8,000) nm; (d) C6H12O,NMR spectrum D, UV lmax(e) 5 282(25) nm. (See the next page for spectrum D.)300-MHz 1H NMR spectrum ppm ( ) 300-MHz 1H NMR spectrum ppm ( )6.9 6.8 6.7 6.6 6.5 6.4 6.3 6.2 6.1A3.0 2.5 2.0 1.5 1.0 0.5 0.02 H2 HB7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.03 H3 H1 H3 H3 H1 H2.4 1.6 0.9(CH3)4Si(CH3)4SiNext, for each of the following reactions, name an appropriate reagent for the indicated interconversion.(The letters refer to the compounds giving rise to NMR spectra A through D.) (e) A y C;

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