PS3(Ch19)_KEY - Problem Set 3: Chapters 19 1. Name the...

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Problem Set 3: Chapters 19 1. Name the following compounds according to the UPAC rules. 2. Provide the products of the following transformations 1. O 3 2. H 2 O HO KMnO 4 H 2 O CrO 3 , H 2 SO 4 , H 2 O O OH HO HO O SOCl 2 OH O OH O Cl 1. NaCN 2. H 3 O + , heat HO O OH O 4-ethylheptanoic acid OH O 3,5-dimethylbenzoic acid OH O Br 6-bromo-3-ethylcyclooctanecarboxylic acid HO O OH 3-hydroxypentanoic acid
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3. Provide a synthesis for the following molecules. Cl O OH HO O HO Cl HO CrO 3 , H 2 SO 4 , H 2 O O NaCN CN HO O H 3 O + heat OH O O 2 N CH 3 Cl AlCL 3 HNO 3 H 2 SO 4 O 2 N KMnO 4 H 2 O
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4. Determine the structure of the following compounds based on their 1H-NMR spectra: A. C 10 H 12 O 2 IR : broad, medium peak at 3600 cm -1 ; strong peaks at 1710 cm -1 . 1H-NMR : 1.25 ppm (t, 3H); 2.60 ppm (q, 2H); 3.70 ppm (singlet, 1H); 6.98 ppm (doublet,
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PS3(Ch19)_KEY - Problem Set 3: Chapters 19 1. Name the...

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