(13) Please provide the structure of the major organic product in the reactions below. (32%, 4%...

 

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(13) Please provide the structure of the major organic product in the reactions below. (32%, 4% each) (a) (c) (e) (g) Et 200 Br Me 1=g 2nd 3=d 4nd 5=1 6=1 7 st H 180 160 1. Ag₂O 2. heat 2 3. CH₂l 4. Ag₂O 5. heat 140 1. NaOMe 2. HBr 3.1-BUOK 4. HBr, ROOR Br 1. PhyP -OH 2. CH3CH₂CH₂CH₂Li, ether H₂SO4 120 100 ppm 80 60 40 (b) 20 (d) O₂N- (f) (14) Please propose the structure for the compound that fit the following 3C NMR (off resonance splitting for each peak is shown as a table within the figure) and 'H NMR spectra. (formula = C₂H₁1OBr) (8%) (h) -NH₂ 1-multiplet 2= multiplet 3e multiplet 4= triplet 5- triplet 6= quintet 10 Li(CH₂)₂Cu, ether 1. HNO₂, H₂SO4 試題隨卷繳回 2. cis-1-bromo-3-methylcyclohexane -OH CH₂CN 5% NaOEt, EtOH heat NaSH ppm acetone (13) Please provide the structure of the major organic product in the reactions below. (32%, 4% each) (a) (c) (e) (g) Et 200 Br Me 1=g 2nd 3=d 4nd 5=1 6=1 7 st H 180 160 1. Ag₂O 2. heat 2 3. CH₂l 4. Ag₂O 5. heat 140 1. NaOMe 2. HBr 3.1-BUOK 4. HBr, ROOR Br 1. PhyP -OH 2. CH3CH₂CH₂CH₂Li, ether H₂SO4 120 100 ppm 80 60 40 (b) 20 (d) O₂N- (f) (14) Please propose the structure for the compound that fit the following 3C NMR (off resonance splitting for each peak is shown as a table within the figure) and 'H NMR spectra. (formula = C₂H₁1OBr) (8%) (h) -NH₂ 1-multiplet 2= multiplet 3e multiplet 4= triplet 5- triplet 6= quintet 10 Li(CH₂)₂Cu, ether 1. HNO₂, H₂SO4 試題隨卷繳回 2. cis-1-bromo-3-methylcyclohexane -OH CH₂CN 5% NaOEt, EtOH heat NaSH ppm acetone