Examine the synthesis problem which converts 3-methylbutanoic acid to 2- bromo-1-chloro-3-methylbutane. Which of the following reaction sequences will yield the correct product?
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- 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-bromo6-methoxynaphthalene to form 2-methoxy-6-vinylnaphthalene. Show three different coupling reactions, and the required reagents, that could be used to carry out this step.Choose 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 acidA chemist needs an ether to use as a solvent for a reaction and wants to synthesize it in one step from two of the following available reagents: sodium ethoxide, bromomethane, potassium tert-butoxide, and 2-bromo-2-methylpropane. i) Which combination(s) will give a good yield of an ether? Illustrate, showing the mechanism of the reaction. ii) Illustrate with a mechanism the reaction of one of the combinations that will not yield an ether?
- 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.Which of these is the rate-determining step in the nitration of benzene? A. Protonation of HNO3 B. Loss of H2O by HNO3 C. Formation of sigma complex D. Loss of H+ by sigma complex E. Protonation of H2SO4Choose the best efficient synthesis for transformation seen below * I- 1) dilute sulfuric acid; 2) PCC in dichloromethane II- 1)borane in THF; 2)Hydrogen peroxide, NaOH; 3) HAL; 4) water III- 1) mercuric acetate in water; 2) sodium borohydride; 3) PCC in dichloromethane IV- 1)borane in THF; 2) Hydrogen peroxide, LiOH; 3) PCC in dichloromethane V- nda
- The two Grignard reactions and the reduction reaction below are all believed to have similar mechanisms. Use the curved arrow formalism to draw a single mechanism for these reactions using :Nuc-1 to indicate the nucleophile. The reacations are: cyclohexylmagnesium chloride + acetone in ether --> 2-cyclohexyl-2-propanol phenylmagnesium bromide + acetone in ether --> 2-phenyl-2-propanol Acetone + NaBH4 --> 2-propanolSay the type of reaction (SN1, SN2, E1 or E2) and detail the mechanism: 1-chloro-1,2-dimethylcyclohaxane + sodium methoxide in methanol.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.
- Give a detailed reaction mechanism for the reaction expected to occur when 2-bromo-2-methylpentane is heated with sodium methoxide. Draw clear structural formulas of all relevant species and use curved arrows to represent electron flow. Discuss the stability of the final compoundIn the early age of the development of Organometallilc Chemistry, the preparation of Organometallic Compound containing M-R(R: alkyl group) bond always led to the decomposition of the M-R bond. It was later known to be caused by the so called “beta-hydrogen elimination” process. Which of the following statements is not correct? This process can be prevented by using all halogenated alkyl group. This process can be prevented by carrying out reaction at high temperature. The Grignard’s reagent, RMgX or R2Mg is stable and does not undergo “b-hydrogen elimination” process. The anti-knocking agent, Pb(C2H5)4 is stable and does not undergo “b-hydrogen elimination” process. The ferrocene, Cp2Fe, is free from the “b-hydrogen elimination” process.Draw a structural formula for the major organic product of each reaction and specify the most likely mechanism by which each is formed. (g) CH3CH2ONa++CH2=CHCH2Clethanol