The rate of acetolysis of one of the molecules shown below is 2 x 106 times faster than the other. Predict which molecule reacts the fastest and give a brief explanation to account for this observation. H -N Pr (3) (4) H
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- 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=CHCH2ClethanolThe following bicyclic ketone has two -carbons and three -hydrogens. When this molecule is treated with D2O in the presence of an acid catalyst, only two of the three -hydrogens exchange with deuterium. The -hydrogen at the bridgehead does not exchange. How do you account for the fact that two -hydrogens do exchange but the third does not? You will find it helpful to build models of the enols by which exchange of -hydrogens occurs.Write the appropriate reagents, conditions and products for the following transformations, in a single step. OH II HNO, ? (1) H,SO,
- When bromomethane undergoes solvolysis in a solvent mixture composed of 90% water/10% acetone, the reaction rate is faster than when the same compound is solvolyzed in 80% water/20% acetone. Explain.By using "arrow-pushing diagram", draw the mechanism for each of the following reactions and predict the reaction as SN1, SN2, El or E2. (i) OH conc. H,SO, 120 °C CH3 (ii) Br NaOCH3 CH,OH (iii) CI -CH, CH,CH,OH warm (iv) NANH, H3C DMSODraw the chemical structure of the main product (14) obtained in the reaction (8) and provide a detailed mechanism for its formation
- The following reaction involves two sequential Heck reactions. Draw structural formu- las for each organopalladium intermediate formed in the sequence and show how the final product is formed. Note from the molecular formula given under each structural formula that this conversion corresponds to a loss of H and I from the starting material. Acetonitrile, CH,CN, is the solvent. 1% mol Pd(OAc), 4% mol Ph,P CH,CN C4H171 C4H16Give the major organic product(s) for each step of the following reactionsWould heating each of the following reactions increase the yield of the product shown? (a) (b) NAOH Br Nao CI
- Consider an E2 reaction between (2-bromoethyl)cyclohexane and base potassium tert-butoxide. Describe the rate of elimination when each of the following changes occurred: (i) The base is changed to sodium hydroxide. (ii) The halogen atom of alkyl halide is replaced by chlorine.9) Provide the major product(s) of the following reaction and the corresponding mechanism. NH₂ HNO; H₂SO4The reaction of bromomethane with azide ion (N3-) in methanol is a typical SN2 reaction. What happens to the rate of the reaction if [N3-] is doubled?