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- 7. Reaction Scheme. NH₂ NH2 or two differnet methods (no same steps/reagents) C5H12N2 1. xs Mel, xs K2CO3 2. Ag2O, H₂O 3. heat Br2, xs NaOH, xs H₂O OHC 1.03 2. DMS CHOWhich of the following provides a synthetic route to convert 3-iodo-2-methyl-1- butene into 2-methyl-2-butene? 1. NaOH; 2. H₂, Pt 1. H₂, Pt; 2. Br2 1. H₂, Pt; 2. NaOEt 1. H₂, Ni₂B; 2. KOtBu 1. H₂, Pt; 2. KOtBuselect reagents: cyclopentanone Reagents a. C6H5CHO b. NaOH, ethanol c. Pyrrolidine, cat. Hj. d. H₂C=CHCN e. H3O+ f. LDA g. A) bg EtOC(=O)CO₂Et h. i. B) ka k. I. m. O: BrCH₂CH=CH₂ NatOEt, ethanol Br₂, H+ K+ t-BUO™ CH2(CO2Et)z heat C) jh CO₂Et D) Im
- 3 Complete the following table, filling in the missing major product(s), reagents/conditions, starting material and/or name of the reaction as shown in the example. Starting Materials Ex. b. C. d. dj f. 09 ỌCH3 CH3 CH3 NO₂ Reagents H₂O H* (cat.) C1₂ AICI3 HNO3 H₂SO4 SO3 H₂SO4 Br₂ FeBr3 AICI3 Major Product(s) O= OH15. Give the major organic product, paying attention to stereochemistry (syn/anti). Indicate if a racemic mixture is expected. a. a. BH3 b. H2O2, OH a. BH3 b. b. H2O2, OH a. BH3 a. BH3 C. d. b. H2O2, OH b. H₂O2, OH e. a. BH3 b. H₂O2, OHA. Mel B B. Na, NH3 (1) C. Br2, hv Transformation A: A D L D. NaNH2 E. H₂, Lindlar's cat. F. H₂, Pt G. HBr (1 equiv.) H. 1) xs NaNH2; 2) H,O I. 1) RCO3H; 2) H3O+ Transformation B:
- 4. Identify the diene and dienophile used to make these Diel-Alder products. b. CH3 CN deo & CH3 a. CO₂CH3 CO₂CH3Which starting material produces the two products shown after ozonolysis and a reductive workup? 1. O3 2. DMS C. А. D. В. A.6. Provide the structure for the major product in the following reactions. b. P f. OH g. Lia * Oia ملی CI 1. SOCI₂, pyr. 2. to Br 2 1. LIAIH4 (xs) 2. H₂O 1. LIAI(OR) 3H 2. H₂O 2. NH₂ Et₂CuLi 1. EtMgBr (xs) 2. H₂O 1. Mg 2. CO₂ 3. H* 4. SOCI₂, pyr 1. [H], NaBH3CN, EtNH₂ CI pyridine