14. Provide a detailed mechanism for the following reactions and determine the major product: practice q 14 a) b) له HO 'H + HN. OCH₂ H₂SO4 MeOH NaBH₂CN, ACOH pH = 4
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- Provide the structure(s) of the expected major organic product of the reaction shown. 1) Disiamylborane 2) H₂O₂, NaOH OI O II ||| O IV OV CH3CH₂C(CH3)2C=CH OH OH xx xo IV4. Predict the major product of the following reactions. NBS (a) 0°C Na,Cr,07 H,SO, H,0 (b) он H,SO4 CH,OH (d) heat BrDescribe the mechanism of the following reaction. 1) H2N NH2 (excess) SH SH `CO2H AcO 2) КОН 3) H +
- The accepted mechanism for a rearrangement reaction is shown below. "Q Ph (1) (ii) Ph Ph HO™ fast Ph Ph HO O™ slow Ph aufae .Ar² LOH HO™ fast Draw a curly arrow mechanism for this transformation. Sketch an energy profile for this reaction, showing approximate relative energies for the reactants, intermediates, transition states, and products. HQ Ph (iii) When DO™ was used as the reagent, the rate of product formation was same as for HO™. Explain why this result shows that the third step is fast and cannot be rate-determining. Ph (iv) Write the predicted rate equation for this mechanism, and show how it was derived. (v) The starting diketone may have two different aryl groups, as shown below. Propose a ¹³℃ labelling experiment that would allow you to distinguish which of the two aryl groups had migrated in this situation. OH AR²0- Ar¹ C Cb) Refer to the following equation to answer Q3b (i), (ii) and (iii). CH3 H,SO, Н—с—он C-CH3 ? + H2O Но- ČH3 (i) Determine the product of the above reaction. (ii) Name the above reaction. (iii) Propose the mechanism for the above reaction.Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
- Br Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:Consider the reaction scheme below. (i) H3COCHN CO₂Et A H₂N OH EtO OEt B C6H₁1 NO2 base Ha Identify the reagent(s) and conditions A and the intermediate B in this reaction scheme.10. practice q 10 Compound Free Energy HO A A reacts with B in the presence of sodium hydride to give C as a major product. NH₂ Ph B ŌSO₂CF3 NaH, THF a) Provide a detailed mechanism for the formation of C and draw it in the box above. ( C b) Draw the reaction coordinate diagram of that reaction. Indicate with an arrow the rate- determining step of the reaction then draw its transition state: Reaction Coordinate c) The reaction rate observed was 5 x 10-2 M.s¹ when the concentrations of A and B were 0.2 M and 0.1 M respectively. Determine the rate of this reaction when the concentration of A and B are now 0.3 M and 0.2 M respectively. Show your work.
- c) Write a detailed mechanism for the following transformation: OH CH;OH H,SO, (cat)i) ii) 1. Propose a mechanism for the following reactions. H (CH3)2NH H* NaOH EtOHVoltooi die volgende reaksie en stel 'h meganisme voor. Complete the following reaction and propose a mechanism. 1) CO2, P, A 2) H20, H*