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Practice Problems on SN1, SN2, E1 & E2 - Answers

Practice Problems on SN1, SN2, E1 & E2 - Answers 1. Describe the following chemical reactions as SN1, SN2, E1 & E2. Draw a curved arrow mechanism for each reaction. ClKCNDMSOCNBrNaOHH2O, heatBrH2 OOHICH3CH2O-Na+ethanolIHNaSHDMSOSHHBrHOK OHDMSOOTsNaNH2NH3 TsONH3H2 NOOCH3CH3 TsONaIacetoneOOCH3CH3 ISN2E2SN1SN2E2SN2E2SN1SN22. For each of the chemical substitution reactions below identify the major products and whether the reaction is likely an SN1 or SN2. 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: SN1 or SN2. OBrNaCNethanol-waterBrCH3OH / H2 OClClNaI (1 equiv.)acetoneBrCH3CH2OH25oCOCNSN2 OHClISN2 OSN1 CNOHBrSN2 BrNaCNacetoneHBrSN1NH2 HBrHNH3SN1 SHBrNaSHDMSOSN2 OCH3+SN1

Practice Problems on S N1, S N2, E1 & E2 - Answers 1. Describe the following chemical reactions as S N1, S N2, E1 & E 2. Draw a curved arrow mechanism for each reaction. NaI 3 3 Cl KCN DMSO CN Br NaOH H2O, heat BrH 2O OH I CH3CH2O-Na+ ethanol HI NaSH DMSO HSH Br HO KOH DMSO OTs NaNH2 NH3 TsO NH3 H2N O O CH CH3 TsO

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