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, heatBrH2OOHICH3CH2O-Na+ethanolIHNaSHDMSO SHHBrHOKOHDMSOOTsNaNH2NH3TsONH3H2NOOCH3C H3TsONaIacetoneOOCH3CH3ISN2E2SN1SN2E2SN2 E2SN1SN22. 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 / H2OClClNaI (1 equiv.)acetoneBrCH3CH2OH25oCOCNSN2OHClIS N2OSN1CNOHBrSN2BrNaCNacetoneHBrSN1NH2HBr HNH3SN1SHBrNaSHDMSOSN2OCH3+SN1
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 acetone O O CH CH3 I SN2 E2 SN1 SN2 E2 SN2 E2 SN1 SN2. 2. For each of the chemical substitution reactions below identify the major products and whether the reaction is likely an S N1 or S
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