was reading the organic chemical literature and was surprised to read that this structure reacts with good Lewis/attacker nucleophiles rapidly by the SN1 pathway. Why was Prof. Mio surprised by these data? Explain these data using your knowledge of SN1 pathways. Me. Me Me OTS

For the given SN2 reaction, draw the organic and inorganic products of the reaction, and identify the nucleophile, substrate, and leaving group. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. HI.... + CI Draw the organic product. :C=N to H Organic product + Inorganic product Draw the inorganic product. ū

Q4: Rank the relative nucleophilicity of halide ions in water solution and DMF solution, respectively. F CI Br | Q5: Determine which of the substrates will and will not react with NaSCH3 in an SN2 reaction to have a reasonable yield of product. NH2 Br Br Br OH Br

Write down all reagents and products in the reaction stage where ethane turns into 1-butanol.

4. Please choose either Reaction A or Reaction B, and then provide the complete mechanism. The mechanism MUST include the formation of the "super electrophile." Then provide the reaction coordinate pathway starting from benzene + super electrophile. Be sure to include an energy access and labels for reactants, products, intermediates, energies of activation, and transition states. Reaction A NO2 Reaction B HNO3, H2SO4 CH3COCI, AICI3

C) 30. In the presence of a nucleophile, which of the following will undergo conjugate addition? OCH3 HEVL OCH3

Draw a detailed arrow pushing mechanism for the following reaction. In the rate-determining step unimolecular (SN1) or bimolecular (SN2)

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MECHANISM ACTIVITY Base-Induced Ester Hydrolysis (Saponification) NOC XT Step 1: Nucleophilic addition of hydroxide ion to the ester carbonyl group Ahrs MPR R16 H3C. R Part A (1 of 2) Draw the curved arrows for Step 1 of this mechanism. Arrow-pushing Instructions CH3 H-O: ÖH OR' :Ö H-O: O: H H H H 1x xxx CH3 CH3 Step 1 H3C. CH3 за

Q1: Rank the relative nucleophilicity of the following species in ethanol. CH3O¯, CH3OH, CH3COO, CH3COOH, CH3S Q2: Group these solvents into either protic solvents or aprotic solvents. Acetonitrile (CH3CN), H₂O, Acetic acid (CH3COOH), Acetone (CH3COCH3), CH3CH2OH, DMSO (CH3SOCH3), DMF (HCON(CH3)2), CH3OH