Which method works? a. Step 1: C2H5OH + OH --> C2H5O + H2O, Step 2. C2H5O + C2H5OH --> C2H,OC2H5 + OH b. Step 1: C2H5OH + H3O*- C2H5OH2* + H2O, Step 2. C2H5OH2* + C2H5OH --> CHs(ÕH)*C2H5 + H20, Step 3. C2H5(OH)*C2H5 + H20 --> C2H5OC2H5 + H30* c. Step 1: C2H5OH + C2H5OH - Step 2: C2H5(ÕH)*C2H5 + H2O --> C2H5OC2H5 + H3O* --> CHs(OH)*C2H5 + OH,

am. 04.

9

4&6 are attached questions, thank you!

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NAOH H2NNH2 5) 4) 3) Excess CH3OH H3O* РСС Br START HERE 1) Mg 2) CH3CHO 1) 2) 6)? Br KMNO4 DIBAL, 7) 8) H3C SOC22 Ag20 NH4OH Ph3P:CHCH2CH3 9) 14) 15) Benzene AlCl3 03 DMS C2H5OH, H3O* 10) 16) 17) HCN 11) H3O* 12) NH3 13)

17. Mechanism aq NaOH H3O+ HO, 18. Mechanism cat. TSOH HO, MEOH, reflux

Give detailed Solution with explanation needed

1. 2. = Ph 1. C 2. CO₂H I CH3 H3C-CH3 a = Proton transfer b Lewis acid/base C = Electrophilic addition Br₂ H₂O Ethanol CO₂H H Br Ph. H = OEt CH3 H₂C+0H1₂ H3 CH3 d E1 Elimination e = E2 Elimination f = SN1 Nucleophilic substitution g SN2 Nucleophilic substitution The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a- g for your answers. =

Which of the following represents an enolate? of I. O I. only II. and III. O III. only O I. and III. II. III.