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- Give the major product for the reaction. (CH3)2CHCHBrCH3 + -OC(CH3)3#B: Methyl acetate has methoxy, -OCH3 as the remaining of the alcohol part in the ester. Isopropyl acetate has isopropoxy, -OCH(CH3)2 as the remaining of the alcohol part in the ester. -OCH(CH3)2 is more electron donating than the methoxy, -OCH3 group due to the presence of two electron-donating -CH3 group in the former. Hence saponification reaction of Isopropyl acetate is much slower than methyl acetate. Hence the rate of saponification of methyl acetate, CH3CCO2CH3 is 50 times greater than that for isopropyl acetate.1. Using Br2 in C2H4Br2 will result in HBr and ______. a. C2H3Cl3 b. C2H4Cl3 c. C2H2Cl3 d. none of the above 2. How many halogenation are posible in propane? a. 3 b. 8 c. 6 d. 10 3.Sulfonation of pentane will result in ________ and water. a. C5H11SO3H b. C5H12SO3H c. C5H14SO3H d. none of the above 4.Nitration of hexane will result in ________ and water. a. C6H13SO3H b. C6H15NO2 c. C6H13NO2 d. C6H14NO2 5.How many moles of O2 in heating a C12H26 (dodecane) a. 27 b. 37 c. 24 d. none of the above
- In each case below select the synthetic procedure/s that could be used to carry out the transformation, giving the alcohol shown as the single major product.The procedures are:Hydroboration/oxidation: alkene + BH3; then H2O2, -OH.Oxymercuration: alkene + Hg(OAc)2, H2O; then NaBH4Tunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C— OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown in Equation [1]. Using this information, draw a stepwise mechanism for the reaction shown in Equation [2]. We will see another example of this type of rearrangement in Section 16.5C.
- 1. What type of reaction is occuring in step 3? (halogenation, hydrohalogenation, reduction, keto–enol tautomerism, dehydrohalogenation, acid-catalyzed hydration, base-catalyzed hydration) 2. Which reagent is necessary for step 3? (Br2, HBr, H2/Pt, NaNH2, H20/H2SO4/HgSO4)Fill in necessary products reactants or reagants of these reactions. Please note the existence of enantionmers in some cases.Describe how 1-ethylcyclohexanol can be prepared from cyclohexane. You can use any inorganic reagents, any solvents, and any organic reagents as long as they contain no more than two carbons.
- 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 answername and draw the product/s formed from the reaction of 3-methylpent-2-ene: 1. with HBr 2. with Cl2 3. H2O in the presence of H2SO4 4. ethanol in the presence of H2SO4 5. Br2, H2O 6. [1] 9-BBN; [2] H2O2, OH-1.) A hydrocarbon (Y) partially hydrogenates with the Lindlar’s catalyst to form an alkene. When (Y) undergoes oxidative cleavage with ozone, it yields a single carboxylic acid product. The hydrocarbon (Y) is: a. cyclohexane b. 2-hexen-1-ol c. 2-butyne d. 2-hexyne 2.) An unsaturated hydrocarbon reacts with acidic KMnO4 to give isobutyric acid as the only organic product. The unsaturated hydrocarbon is most probably: a. 3,4-dimethyl-3-hexene b. 2,2-dimethyl-3-hexene c. none of these d. 2,5-dimethyl-3-hexene e. 4-methyl-2-hexene