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- Rank the species in each group in order of increasing nucleophilicity. a. CH,, "OH, "NH2 b. H20, OH, "SH in CH3OH c. CH,CH2S", CH;CH2O¯, CH;COO" in CH3OH d. CH3NH2, CH3SH, CH;OH in acetone e. "OH, F", CI" in acetone f. HS, F", CI in CH3OHDraw the starting Diene and Dienophile.Draw the products of each reaction. Indicate the stereochemistry of Diels–Alder products.
- Classify each pericyclic reaction as an electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. Indicate whether the stereochemistry is conrotatory, disrotatory, suprafacial, or antarafacial.Devise a stepwise synthesis of each compound from dicyclopentadiene using a Diels–Alder reaction as one step. You may also use organic compounds having ≤ 4 C's, and any required organic or inorganic reagents.Draw the products of each reaction.
- c. Which reacts faster in an Sy1 reaction? CH3 CH3 CH;CHCHCH3 or CH;CH,CCH3 1. Br Br d. Which reacts faster in an E2 reaction? Br Br orDraw the products formed when (CH3)2C=CH2 is treated with each reagent. a.HBr b. H2O, H2SO4 c. CH3CH2OH, H2SO4 d. Cl2 e.Br2, H2O f.NBS (aqueous DMSO) g.[1] BH3; [2] H2O2, HO−Draw the products of each Diels–Alder reaction, and indicate the stereochemistry.
- Draw the products of each nucleophilic substitution reaction. -CN Br a. (CH3)3C- b. (CH3)3C- acetone Br -CN acetoneDraw the products formed when hex-1-yne is treated with each reagent. a. HCl (2 equiv) b. HBr (2 equiv) c. Cl2 (2 equiv) d.H2O + H2SO4 + HgSO4 e. [1] R2BH; [2] H2O2, HO− f. NaH g. [1] −NH2; [2] CH3CH2BrDraw the products formed when ethylene oxide is treated with each reagent. a. HBr b. H2O(H2SO4) c. [1] CH3CH2O; [2] H2O d. [1] HC ≡ C−; [2] H2O e. [1] −OH; [2] H2O f. [1] CH3S−; [2] H2O