5. What would the products of the reactions below be? In each case give a mechanism to justify your prediction. i FO NaCN H₂O, HCI EtMgBr Et₂0 NaBH4
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- Predict the product(s) and provide the mechanism for each reaction below. What does each mechanism have in common?In light of the fact that tertiary alkyl halides undergo spontaneous dissociation to yield a carbocation plus halide ion (see Problem 10-45), propose a mechanism for the following reaction.Reaction of iodoethane with CN- yields a small amount of isonitrile, CH3CH2N≡C, along with the nitrile CH3CH2N≡N, as the major product. Write electron-dot structures for both products, assign formal charges as necessary, and propose mechanisms to account for their formation.
- Use curved arrow formalism to draw the mechanism of the reaction shown below. Include intermediates and their relevant resonance forms. Be sure to account for all the products. Br CH3OH OCH3 + Joc 1w OCH 3(3R, 4R)-3-Bromo-4-phenylhexane reacts with t-butoxide ion, but the major product has potential stereoisomers. The question is which stereoisomer predominates as the major product? Using scratch paper, draw the starting material and reagent, and then use what you know about reaction mechanisms to determine the correct mechanism for this reaction. Then, identify the product and the correct stereoisomer of the final product (R, S, E, or Z). Fill in the blanks below with the necessary information. a. What mechanism is controlling this reaction (SN1, SN2, E1, or E2)? b. Which stereoisomer product predominates (R, S, E, or Z)? c. What is the full name of the major product?For the reaction given below, predict which product will be the major one and by what mechanism it will form: to NaSH OTS SH +. DMF A O B by SN1 O A by SN2 B by SN2 A by SN1 A by E2 O B by E2
- Suggest a mechanism for the following reactions. Each will require multiple types of concerted pericyclic reactions (cycloaddition, electrocyclic, and sigmatropic. Classify each reaction type. Me3Si Me3Si Me Si Me Sil g HAll of the following acid-base reactions are reactions that we will study in greater detail in the chapters to follow. Propose the mechanism and then clearly label the acid, base, conjugate acid, and conjugate base: Add curved arrows to show the mechanism for the given reaction. 8.--8-- + OH= 13+ DO нан + H₂O, IU Z 0 a 60 HPredict the product(s) for the following reaction. Br2 / H2O, ? "ОН -Br H || OH/ -н Br E ||| Br -OH H IV Br •Н он он -Br Н
- O I, II, III, and IV O II O III Predict the product(s) of the following reaction: OI and II OI HBr ROOR Br Br 11 Br ||| Br IVThe following reaction failed to deliver the desired product, instead giving a molecule with a molecular weight of 369.47. What is the structure of this product? Propose a mechanism for its formation. 4. NaH HO HN- Bno BnBr ŠPh DMF BnO HN- SPh Bno7. Give a Mechanism for the following reaction; show formal charges and significant intermediates. e CH3CH₂NH2 H3O+ N CH₂CH3 + H₂O