2. The compound 4-methylanisole, E, was subjected to the Birch reduction reagents and rather than producing a single product it produced two isomers, F and G. OCH3 a. b. E 1. Li, NH3 t-BuOH, THF 2. aq HCI THF F 30% + G 70% Propose a mechanism to illustrate the formation of both F and G. Explain why the major and minor product distribution is observed.
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- Propose a mechanism and use stability factors to account for the formation of a major product in the reaction of pyrrole with Br2, FeBr3.Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answer
- For butenafine, develop a synthesis that starts with napthalene and benzene. (aromatic methyl groups can be converted to alkyl bromides using Br2/light, and aldehydes by heating the alkyl bromide in DMSO, eg. ArCH3 to ArCH2Br then to ArCHO).Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides.One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(C2H5)3). 3SnCl4 + 4Al(C2H5)3 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.230 L of SnCl4 (d = 2.226 g/mL) was treated with 0.396 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). If 0.335 L of tetraethylstannane (d = 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?A.) Draw two schemes, For the first scheme combine A and B. For the second, combine A and C. b.) For each scheme predict all products. c.) Label the major and minor products d.) Show all stereochemical configurations in the products, give reasons regarding sterochemical outcomes for each rxn. e.) Propose an appropriate solvent for each scheme, give a reason. f.) Discuss what by what mechanism your products are formed and why. (SN2, E2, E1, SN1)
- A key step in the synthesis of naproxen, an NSAID more commonly known by its brand name, Aleve (Section 3.9), is a coupling reaction of 2-bromo-6-methoxynaphthalene to form 2-methoxy-6-vinylnaphthalene. Show three different coupling reactions, and the required reagents, that could be used tocarry out this step.Explain how the reaction of (CH3)2CHCH(Cl)CH3 with H2O yields two substitutionproducts, (CH3)2CHCH(OH)CH3 and (CH3)2C(OH)CH2CH3Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acid
- Conformation control of reaction mechansims. Consider the reaction below: Provide all possible elimination products from this reaction and identify the major elimination product. Provide mechanisms (with curved arrows) that clearly explain the reaction outcome.Choose the right reagent or series of reagents from the ones listed below to prepare 2-pentanone from acetylene. NaNH2NaNH2 followed by CH3CH2CH2BrCH3CH2CH2Br, then disiamylborane followed by H2O2H2O2, HO−HO− H2H2, Lindlar followed by H2OH2O, H+H+ NaNH2NaNH2 and CH3CH2CHOCH3CH2CHO NaNH2NaNH2 followed by H2OH2O, H+H+ NaNH2NaNH2 followed by CH3CH2CH2BrCH3CH2CH2Br, then H2OH2O, H2SO4H2SO4, HgSO4 Choose one.Show the relationship between E2 Reactions and Alkyne Synthesis ?