1. Provide the products of the following reactions. Write N.R. if there is no reaction happens....
1. Provide the products of the following reactions. Write N.R. if there is no reaction happens. CH3COONa >IlBr DBU MeBr EtoNa H2Me
NH Nal Acetone CH-COON "Br отк NaOMe NaSH DBU EtOH Ph NaCN EIONa Br Me
1. Determine whether the following reactions go through SN or SNP and write the products, with stereochemistry as applicable. BrNHz NaOEt Nal OMS KCN CI DMSO Br HO NaSH DMSO Tso CH3 Nal Acetone CH3 2. The following reactions each undergo SNmechanisms. For each explain why you would predict the substitution products to come from an SN2mechanism and fill in the product. If stereochemistry is given in the reactants, give the correct stereochemistry in the products. Cl + Z Na...
1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: h. 1. Cl2, H2O 2. KOtBu 1. NaOH, H20 2. PCC НО i. 1. ICH2Znl, Et2O 2. MSCI, pyr 3. LDA ОН j. 1. HВг, "BuOOH, hv 2. NaCN, DMF
1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: Jone's reagent OH OH Ph~ 1. PBr3 2. NaCN, THE conc. H2S04, n D -OH ou Naci 0 °C 0°C Ph conc. HBr Он /. heat
1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: 1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: CHCl3 KOC(CH3)3, (CH3)3COH 1. conc. HBr, heat 2. KOBU, HOBU ✓ 1. NaoMe, MeOH 2. BrCN 1. 1 eq. BH3, THE 2. H2O2, NaOH, H20 3. Hg(OAc)2, MeOH 4. NaBH4, NaOH, H20
1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: i 1. NaBH, MOH 2. H, H2O 3. conc. H2SO4, heat 1. LiAlH4, THE 2. H, H2O 3. MSCI, Pyr, 0 °C 1. SOCI, EIN -D 2. LAIH, ether 1. Li, hexane 2. i . THE 3. acidic work-up Jone's reagent ОН OH 1. PBT 2. NaCN, THE PH conc. H2SO4 NaCl 0°C conc. HBO OH heat
1. Give the major product of the following reactions, write N.R. if no reaction happens. Indicate the stereochemistry if necessary: 1. conc. HCI 2. LDA, THE 3. O3, CH3OH 4. (CH3)2S N2 hv 1. Hg(OAC)2, THE 2. NaBH4, NaOH, H20 Y-OH (Hint: product has a bicyclic ring)
2. For each of the chemical substitution reactions below identify the major products and whether the reaction is likely an SNI or SN2. Br NaCN ethanol-water CH,OH /H,0 Nal (1 equiv) acetone CH,CH,OH 25°C 3. For each of the following compounds provide appropriate reactants and solvent systems to synthesize them by a substitution reaction. Show which type of substitution: Syl or SN2. SH
2. (16 pts) Reactions Provide reagents, products or starting materials for the following reactions. Show stereochemistry when relevant (or loss thereof). If a reaction produces no significant products, write "NR". If you have a question about an abbreviation, just ask. NaBr OH 1. TsCI 2. Nal, DMF CI DMSO OH 1. PBrg NaCN 2. KOC(CH3)3 Ether LDA НОН THE NaH NaH PO Acetone Heat, water