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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 CH3OHClassify each pericyclic reaction as an electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. Indicate whether the stereochemistry is conrotatory, disrotatory, suprafacial, or antarafacial.Which set of reagents is used for the Markovnikov addition of water to an alkene without rearrangement? A. BH3, THF followed by H₂O2, NaOH B. H₂O, H₂SO4 C. Hg(O₂CCH3)2, H₂O followed by NaBH4, NaOH D. none of these
- 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 nucleophilic substitution reaction. -CN Br a. (CH3)3C- b. (CH3)3C- acetone Br -CN acetone
- Draw 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] H2OFor each of the reactions indicate which reactant is the nucleophile and which is the electrophile.
- Draw an arrow-pushing mechanism for the Diels Alder reaction of anthracene-9- methanol and N-maleimide.Which Diels Alder reaction will go best (fastest, best yield, lowest temperature)? CH₂ FCH₂ CH₂ FCH₂ CH₂ CH₂ + + + middle reaction O bottom reaction O bottom reaction CH₂ CH3 CH3 CH3 MacRQuestion 8: Draw the products formed when each diene is treated with 03 followed by CH3SCH3? a. b. C. d. Question 9: Draw the products formed when each alkyne is treated with 03 followed by H₂O.