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16. (10) Classify the following alcohols as methyl, 1º, 2º, 3º, allylic, benzylic, vinyl, aryl, or a combination of these. Use a letter, number or a combination of number & letters for your answer M = methyl 1 = 1⁰ 3 = 3⁰ A = allylic V = vinyl B = benzylic Z = aryl For example, if you thought blank 1 was primary and benzylic you would type 1B If you thought blank 1 was just primary, you would just type 1. In your answer is a number & letter combination, type the number first (i.e. 1B not B1). Ho OH Blank 1 H CH₂CH3 Blank 6 OH H CH3 H. 2= 2⁰ OH Blank 2 OH Blank 7 || HẠN-CH-CNH, I CH₂ T OH Blank 3 OH Blank 8 H H CH₂CI -OH -CH3 CH₂CH3 Blank 4 (CH3)2CH₂CH₂OH Blank 9 H CH3 H OH -H Blank 5 CH3OH Blank 10
18. (9) How many signals (peaks) would you see (1, 2, 3, 4, etc) in the fully decoupled ¹3C NMR spectrum for each of following molecules? (i.e. no splitting is observed, how many different carbons are in each molecule) Enter a numerical answer for each (1,2,3,4...) Br blank 1 Blank 6 Br CI Br CI blank 2 Blank 7 H blank 3 о Blank 8 NH blank 4 Blank 9 OH blank 5
19. (5) For each blank (compound), enter a letter A-E below that corresponds with a feature of its expected 1H-NMR spectrum: A. Has a signal around 9-11 ppm B. Has a broad singlet signal around 12 ppm C. Has a doublet between 7-8 ppm D. Has a broad singlet around 3 ppm E. Has a sharp singlet around 2 ppm blank 1 H blank 2 OH blank 3 OH blank 4 blank 5